Generation and cycloaddition of polymer-supported azomethine imines: traceless synthesis of pyrazole derivatives from α-silylnitrosoamide derivatives bound to resin
1,3-Dipolar cycloaddition of polymer-supported azomethine imines with dimethyl acetylenedicarboxylate (DMAD) gave pyrazole derivatives in good yields. The azomethine imines were generated from polymer-supported α-silylnitrosoamides by a 1,4-silatropic shift. The feature of this reaction is that no c...
Saved in:
Published in | Tetrahedron letters Vol. 41; no. 5; pp. 691 - 695 |
---|---|
Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
OXFORD
Elsevier Ltd
29.01.2000
Elsevier |
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | 1,3-Dipolar cycloaddition of polymer-supported azomethine imines with dimethyl acetylenedicarboxylate (DMAD) gave pyrazole derivatives in good yields. The azomethine imines were generated from polymer-supported α-silylnitrosoamides by a 1,4-silatropic shift. The feature of this reaction is that no cleavage operations are required after the cycloaddition. |
---|---|
AbstractList | 1,3-Dipolar cycloaddition of polymer-supported azomethine imines with dimethyl acetylenedicarboxylate (DMAD) gave pyrazole derivatives in good yields. The azomethine imines were generated from polymer-supported α-silylnitrosoamides by a 1,4-silatropic shift. The feature of this reaction is that no cleavage operations are required after the cycloaddition. 1,3-Dipolar cycloaddition of polymer-supported azomethine imines with dimethyl acetylenedicarboxylate (DMAD) gave pyrazole derivatives in good yields. The azomethine imines were generated from polymer-supported alpha-silylnitrosoamides by a 1,4-silatropic shift. The feature of this reaction is that no cleavage operations are required after the cycloaddition. (C) 2000 Elsevier Science Ltd. All rights reserved. |
Author | Nagai, Keiko Komatsu, Mitsuo Minakata, Satoshi Washizuka, Ken-Ichi Ryu, Ilhyong |
Author_xml | – sequence: 1 givenname: Ken-Ichi surname: Washizuka fullname: Washizuka, Ken-Ichi – sequence: 2 givenname: Keiko surname: Nagai fullname: Nagai, Keiko – sequence: 3 givenname: Satoshi surname: Minakata fullname: Minakata, Satoshi – sequence: 4 givenname: Ilhyong surname: Ryu fullname: Ryu, Ilhyong – sequence: 5 givenname: Mitsuo surname: Komatsu fullname: Komatsu, Mitsuo |
BookMark | eNqNkctqGzEUhkVJIY7bRwho2RCmlUZz0XRTgkmdgqGLpGuhkc5glRnJSLLL5H3yAHmRPFPksTFklWqhG_93dPh0gc6ss4DQJSVfKaHVt3tCCpIVhDVfmuaK5DSd6Ac0o7xmGSs5PUOzU-QcXYTwl6RRcTJDT0uw4GU0zmJpNVaj6p3U2kw3rsMb148D-CxsNxvnI2gsH90AcW0sYDOkOXzH0UsFPYSAw2jjGoIJEzv6FO4Ba_Bmlx7ZQcCddwN-ec6C6cfemuhdcHIw-m2qddvUTXTYp2L2E_rYyT7A5-M6R39-3j4s7rLV7-Wvxc0qU4zUMdMNUVxyxiVtGK_aIidtWXcF1Q1VuaxqxnXdll3B08TzijIJileaF6wgldZsjspDXZW6Ch46sfFmkH4UlIi9azG5FnuRomnE5FrQxF0fuH_Qui4oA1bBid3L5iVhvE6bvE5p_v_phYnT7yySkJjQHwcUkoWdAS-OuDYeVBTamXdafQUibq82 |
CitedBy_id | crossref_primary_10_1021_jo000401x crossref_primary_10_1080_00304940903077832 crossref_primary_10_1246_cl_2005_438 crossref_primary_10_1021_ol900704b crossref_primary_10_1016_j_tetlet_2009_03_030 crossref_primary_10_2174_1570193X19666220118111614 crossref_primary_10_1002_ejoc_200500381 crossref_primary_10_1016_j_tet_2005_10_024 crossref_primary_10_3987_COM_02_9616 crossref_primary_10_1016_S0040_4020_02_01473_4 crossref_primary_10_1021_ol026634n crossref_primary_10_1007_s11030_005_1339_1 crossref_primary_10_1002_ejoc_201500258 crossref_primary_10_3987_COM_11_S_P_86 crossref_primary_10_1016_S0040_4039_01_02029_9 crossref_primary_10_1016_S1464_3383_04_80054_X crossref_primary_10_1021_cc020106l crossref_primary_10_1021_cc010049g |
Cites_doi | 10.1021/jo961590f 10.1016/S0968-0896(98)00115-1 10.1021/ja00131a037 10.1016/S0040-4020(98)00099-4 10.1016/0040-4039(96)00931-8 10.1021/ja01627a064 10.1016/S0040-4039(98)02100-5 10.1021/cr970109y 10.1021/jo9700890 10.1021/jo980322+ 10.1016/0040-4039(96)00659-4 10.1021/ja01627a063 10.1021/jo980027p 10.1016/S0040-4039(99)01145-4 10.1021/ja962290i 10.1248/cpb.27.2857 10.1016/S0040-4039(97)01667-5 10.1021/jo00118a042 10.1016/S0040-4039(98)00237-8 10.1021/jo9800210 10.1246/cl.1995.1133 10.1016/0040-4039(95)00095-T 10.1016/S0040-4039(96)02147-8 10.1016/S0040-4039(00)93562-7 10.1246/cl.1990.575 10.1016/S0040-4039(99)01859-6 10.1016/0040-4039(96)00365-6 10.1016/S0040-4039(97)01768-1 10.1021/jo961730l 10.1016/S0040-4039(97)10700-6 |
ContentType | Journal Article |
Copyright | 2000 Elsevier Science Ltd |
Copyright_xml | – notice: 2000 Elsevier Science Ltd |
DBID | 1KM 1KN BLEPL DTL FKBAJ AAYXX CITATION |
DOI | 10.1016/S0040-4039(99)02140-1 |
DatabaseName | Index Chemicus Current Chemical Reactions Web of Science Core Collection Science Citation Index Expanded Web of Science - Science Citation Index Expanded - 2000 CrossRef |
DatabaseTitle | Web of Science CrossRef |
DatabaseTitleList | Web of Science |
Database_xml | – sequence: 1 dbid: 1KN name: Current Chemical Reactions url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.CCR sourceTypes: Enrichment Source Index Database |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Chemistry |
EISSN | 1873-3581 |
EndPage | 695 |
ExternalDocumentID | 10_1016_S0040_4039_99_02140_1 000085038700027 S0040403999021401 |
GroupedDBID | --- --K --M -ET -~X .GJ .HR .~1 0R~ 123 186 1B1 1RT 1~. 1~5 29Q 3EH 4.4 457 4G. 53G 5VS 6TJ 7-5 71M 85S 8P~ 9JM 9JN AABNK AACTN AAEDT AAEDW AAIAV AAIKJ AAKOC AALRI AAOAW AAQFI AAQXK AARLI AATCM AAXUO AAYOK ABFNM ABFRF ABGSF ABJNI ABMAC ABPPZ ABUDA ABXDB ABYKQ ABZDS ACBEA ACBNA ACDAQ ACGFS ACKIV ACNCT ACNNM ACRLP ADBBV ADECG ADEZE ADMUD ADUVX AEBSH AEFWE AEHWI AEKER AENEX AFFNX AFKWA AFMIJ AFTJW AFXIZ AFZHZ AGHFR AGRDE AGUBO AGYEJ AHHHB AIEXJ AIKHN AITUG AJBFU AJOXV AJSZI ALCLG ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ ASPBG AVWKF AXJTR AZFZN BKOJK BLXMC CS3 D0S DOVZS DU5 EBS EFJIC EFLBG EJD EO8 EO9 EP2 EP3 F5P FDB FEDTE FGOYB FIRID FLBIZ FNPLU FYGXN G-Q G8K GBLVA HMS HVGLF HZ~ IH2 IHE J1W K-O KOM M2Z M41 MO0 MVM N9A O-L O9- OAUVE OGGZJ OHT OZT P-8 P-9 P2P PC. Q38 R2- RIG RNS ROL RPZ SCB SCC SDF SDG SDP SES SEW SOC SPC SPCBC SSK SSP SSU SSZ T5K TN5 TWZ UQL WH7 WUQ XFK XJT XPP XSW Y6R YK3 YQJ YR2 ZCG ZKB ZMT ZXP ~02 ~G- ~KM 1KM 1KN AAHBH AAXKI ADVLN AKRWK BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED AAYXX AFJKZ CITATION |
ID | FETCH-LOGICAL-c307t-d90c8a838a19386b420b57f41d91c2a6738d7b5f48b5f82613aec86d843406dd3 |
IEDL.DBID | .~1 |
ISICitedReferencesCount | 33 |
ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000085038700027 |
ISSN | 0040-4039 |
IngestDate | Thu Sep 26 19:44:24 EDT 2024 Wed Sep 18 05:19:46 EDT 2024 Fri Oct 25 19:55:05 EDT 2024 Fri Feb 23 02:27:32 EST 2024 |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 5 |
Keywords | ANGLE-SPINNING NMR COMBINATORIAL ORGANIC-SYNTHESIS TECHNOLOGIES SOLID-PHASE SYNTHESIS 1,3-DIPOLAR CYCLOADDITION DRUG DISCOVERY LIBRARY STEREOSELECTIVE SYNTHESIS CYCLIZATION HIGHLY FUNCTIONALIZED PYRROLIDINES |
Language | English |
LinkModel | DirectLink |
LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
MergedId | FETCHMERGED-LOGICAL-c307t-d90c8a838a19386b420b57f41d91c2a6738d7b5f48b5f82613aec86d843406dd3 |
PageCount | 5 |
ParticipantIDs | webofscience_primary_000085038700027CitationCount elsevier_sciencedirect_doi_10_1016_S0040_4039_99_02140_1 webofscience_primary_000085038700027 crossref_primary_10_1016_S0040_4039_99_02140_1 |
PublicationCentury | 2000 |
PublicationDate | 2000-01-29 |
PublicationDateYYYYMMDD | 2000-01-29 |
PublicationDate_xml | – month: 01 year: 2000 text: 2000-01-29 day: 29 |
PublicationDecade | 2000 |
PublicationPlace | OXFORD |
PublicationPlace_xml | – name: OXFORD |
PublicationTitle | Tetrahedron letters |
PublicationTitleAbbrev | TETRAHEDRON LETT |
PublicationYear | 2000 |
Publisher | Elsevier Ltd Elsevier |
Publisher_xml | – name: Elsevier Ltd – name: Elsevier |
References | 8719. (b) Chin, J.; Fell, B.; Shapiro, M. J.; Tomesch, J.; Wareing, J. R.; Bray, A. M. 8755. (l) Hollinshead, S. P. Washizuka, K.-I.; Nagai, K.; Minakata, S.; Ryu, I.; Komatsu, M. O (10 mL×1) and dried in vacuo to give resin 7139. (j) Gowravaram, M. R.; Gallop, M. A. 9211. (f) Shankar, B. B.; Yang, D. Y.; Girton, S.; Ganguly, A. K. 5841. (b) Gong, Y.-D.; Najdi, S.; Olmstead, M. M.; Kurth, M. J. (a) Park, K.-H.; Kurth, M. J. 3705. (e) Kobayashi, S.; Akiyama, R. Typical procedures: To a mixture of resin O (10 mL×3), THF:H 2288. (c) Thompson, L. A.; Ellman, J. A. was determined by spectral analysis and X-ray crystal structure determination. 1273. (i) Whitehouse, D. L.; Nelson, K. H.; Savinov, S. N.; Austin, D. J. 4204. 6011. (c) White, E. H. Pergamon: Oxford, 1998. (b) Balkenhohl, F.; von dem Bussche-Hünnefeld, C.; Lansky, A.; Zechel, C. 7029. (p) Beebe, X.; Chiappari, C. L.; Olmstead, M. M.; Kurth, M. J.; Schore, N. E. 575. (b) Iyoda, M.; Sultana, F.; Komatsu, M. 2857. (326 mg, 0.324 mmol) in toluene (3.2 mL) was added DMAD (160 μL, 1.30 mmol) and the mixture was then stirred at 110°C for 48 h. The reaction mixture was filtered and washed with toluene (10 mL×3). The filtrate was concentrated in vacuo and the residue was chromatographed on 10 g of silica gel (eluent: hexane:AcOEt=9:1 then 2:1) to give pyrazole O (1:1, 10 mL×3), H 1233. (e) Gordon, E. M.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A.; Gallop, M. A. Ohno, M.; Komatsu, M.; Miyata, H.; Ohshiro, Y. 1385. (10 mL×1), THF (10 mL×3), THF:H 2800. (d) Haap, W. J.; Kaiser, D.; Walk, T. B.; Jung, G. Similar Michael additions of cycloadducts with excess of acetylenic dipolarophiles are well-known. For example, see: Saikachi, H.; Kitagawa, T.; Sasaki, H. , 3081. (c) Bilodeau, M. T.; Cunningham, A. M. (1.08 g). To a suspension of resin (a) Lorsbach, B. A.; Kurth, M. J. - Huisgen, R. In 2943. (o) Murphy, M. M.; Schullek, J. R.; Gordon, E. M.; Gallop, M. A. (a) Hauske, J. R.; Dorff, P. 6973. (k) Kurth, M. J.; Randall, L. A. A.; Takenouchi, K. Padwa, A., Ed.; John Wiley & Sons: New York, 1984; Vol. 1, pp. 1–176. (a) Komatsu, M.; Ohno, M.; Tsuno, S.; Ohshiro, Y. 4771. (10 mL), a solution of dinitrogen tetroxide in CCl O (1:1, 10 mL×3), THF (10 mL×3), and Et 1549. (b) Bunin, B. A. In (a) Obrecht, D.; Villalgordo, J. M. In 2447. (g) Cheng, J.-F.; Mjalli, A. M. M. 939. (h) Whitehouse, D. L.; Nelson, K. H.; Savinov, S. N.; Löwe, R. S.; Austin, D. J. 1589. (b) Rotella, D. P. 5813. (0.46 M, 4.65 mL, 2.14 mmol) was added dropwise at room temperature and the mixture was shaken at the same temperature for 1 h. The reaction mixture was filtered and washed sequentially with CCl 3153. (36.0 mg, 34%). The structure of 12246. (c) Hernández, A. S.; Hodges, J. C. 3671. (n) Mjalli, A. M. M.; Sarshar, S.; Baiga, T. J. 6014. (d) White, E. H.; Woodcock, D. J. In 555. (d) Gallop, M. A.; Barrett, R. W.; Dower, W. J.; Fodor, S. P. A.; Gordon, E. M. 538. (c) Wehler, T.; Westman, J. 8849. Patai, S., Ed.; John Wiley & Sons: New York, 1970; Chapter 4, pp. 255–262. 1133. 9157. (m) Hamper, B. C.; Dukesherer, D. R.; South, M. S. Patai, S., Ed.; John Wiley & Sons: New York, 1968; Chapter 8, pp. 440–459. (e) Bieron, J. F.; Dinan, F. J. In (32.1 mg, 30%) and Academic Press: San Diego, 1998. (a) White, E. H. (a) Luo, Y.; Ouyang, X.; Armstrong, W.; Murphy, M. M. (986 mg, 1.07 mmol) and pyridine (343 μL, 4.28 mmol) in CCl 6008. (b) White, E. H. OBRECHT D (WOS:000085038700027.26) 1998 Kurth, MJ (WOS:A1996VY22000013) 1996; 61 Bilodeau, MT (WOS:000073505600008) 1998; 63 WHITE, EH (WOS:A1955WB86900064) 1955; 77 GALLOP, MA (WOS:A1994NJ88700001) 1994; 37 Chin, J (WOS:A1997WG58100022) 1997; 62 Wehler, T (WOS:A1996UW14900040) 1996; 37 Hamper, BC (WOS:A1996UN05600016) 1996; 37 KOMATSU, M (WOS:A1990CZ98600025) 1990 Hollinshead, SP (WOS:A1996VX74100010) 1996; 37 Shankar, BB (WOS:000072999900002) 1998; 39 HAUSKE, JR (WOS:A1995QL65400008) 1995; 36 Cheng, JF (WOS:000071895600006) 1998; 39 Mjalli, AMM (WOS:A1996UG23200017) 1996; 37 Rotella, DP (WOS:A1996VX05500041) 1996; 118 BUNIN BA (WOS:000085038700027.5) 1998 Hernandez, AS (WOS:A1997WZ55500026) 1997; 62 HUISGEN R (WOS:000085038700027.17) 1984; 1 Thompson, LA (WOS:A1996TT87100025) 1996; 96 SAIKACHI, H (WOS:A1979HX52300046) 1979; 27 WHITE, EH (WOS:A1955WB86900063) 1955; 77 Washizuka, K (WOS:000083827200031) 1999; 40 Lorsbach, BA (WOS:000080917200003) 1999; 99 Gowravaram, MR (WOS:A1997XZ36400006) 1997; 38 OHNO, M (WOS:A1991GL66600044) 1991; 32 Luo, Y (WOS:000077376200021) 1998; 63 Gong, YD (WOS:000073505600054) 1998; 63 Balkenhohl, F (WOS:A1996VU20500001) 1996; 35 Kobayashi, S (WOS:000077192100028) 1998; 39 WHITE, EH (WOS:A1955WB86900065) 1955; 77 MURPHY, MM (WOS:A1995RG97600037) 1995; 117 WHITE EH (WOS:000085038700027.37) 1968 Haap, WJ (WOS:000072730200005) 1998; 54 Iyoda, M (WOS:A1995TP52400033) 1995 BEEBE, X (WOS:A1995RK22600042) 1995; 60 BIERON JF (WOS:000085038700027.3) 1970 GORDON, EM (WOS:A1994NL92300001) 1994; 37 Park, KH (WOS:000081693800008) 1999; 40 Whitehouse, DL (WOS:A1997YA54300004) 1997; 38 10.1016/S0040-4039(99)02140-1_BIB7 10.1016/S0040-4039(99)02140-1_BIB6 10.1016/S0040-4039(99)02140-1_BIB3 10.1016/S0040-4039(99)02140-1_BIB2 cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.5 cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.2 cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.1 cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.4 cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.3 cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.2 cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.1 cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.4 10.1016/S0040-4039(99)02140-1_BIB11 cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.3 10.1016/S0040-4039(99)02140-1_BIB12 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.19 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.17 cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.2 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.18 cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.1 cr-split#-10.1016/S0040-4039(99)02140-1_BIB1.2 cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.4 cr-split#-10.1016/S0040-4039(99)02140-1_BIB1.1 cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.3 cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.6 cr-split#-10.1016/S0040-4039(99)02140-1_BIB1.3 cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.5 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.11 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.12 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.10 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.15 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.16 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.13 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.14 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.30 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.28 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.29 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.22 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.23 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.20 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.21 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.26 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.27 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.24 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.25 cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.6 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.3 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.2 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.5 cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.1 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.4 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.7 cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.3 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.6 cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.2 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.9 cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.5 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.8 cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.4 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.1 cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.31 |
References_xml | – volume: 35 start-page: 2289 year: 1996 ident: WOS:A1996VU20500001 article-title: Combinatorial synthesis of small organic molecules publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH contributor: fullname: Balkenhohl, F – volume: 37 start-page: 1385 year: 1994 ident: WOS:A1994NL92300001 article-title: APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .2. COMBINATORIAL ORGANIC-SYNTHESIS, LIBRARY SCREENING STRATEGIES, AND FUTURE-DIRECTIONS publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: GORDON, EM – volume: 1 start-page: 1 year: 1984 ident: WOS:000085038700027.17 publication-title: 1 3 DIPOLAR CYCLOADD contributor: fullname: HUISGEN R – volume: 63 start-page: 3081 year: 1998 ident: WOS:000073505600054 article-title: Solid-phase synthesis: Intramolecular azomethine ylide cycloaddition (-> proline) and carbanilide cyclization (-> hydantoin) reactions publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Gong, YD – volume: 37 start-page: 2943 year: 1996 ident: WOS:A1996UG23200017 article-title: Solid phase synthesis of pyrroles derived from a four component condensation publication-title: TETRAHEDRON LETTERS contributor: fullname: Mjalli, AMM – volume: 37 start-page: 3671 year: 1996 ident: WOS:A1996UN05600016 article-title: Solid-phase synthesis of proline analogs via a three component 1,3-dipolar cycloaddition publication-title: TETRAHEDRON LETTERS contributor: fullname: Hamper, BC – volume: 38 start-page: 6973 year: 1997 ident: WOS:A1997XZ36400006 article-title: ''Traceless'' solid-phase synthesis of furans via 1,3-dipolar cycloaddition reactions of isomunchnones publication-title: TETRAHEDRON LETTERS contributor: fullname: Gowravaram, MR – volume: 54 start-page: 3705 year: 1998 ident: WOS:000072730200005 article-title: Solid phase synthesis of diverse isoxazolidines via 1,3-dipolar cycloaddition publication-title: TETRAHEDRON contributor: fullname: Haap, WJ – volume: 40 start-page: 5841 year: 1999 ident: WOS:000081693800008 article-title: An uncatalyzed cyclo-elimination process for the release of N-3-alkylated hydantoins from solid-phase: synthesis of novel isoxazoloimidazolidinediones publication-title: TETRAHEDRON LETTERS contributor: fullname: Park, KH – start-page: 1 year: 1998 ident: WOS:000085038700027.26 publication-title: TETR ORG CH contributor: fullname: OBRECHT D – start-page: 255 year: 1970 ident: WOS:000085038700027.3 publication-title: CHEM AMIDES contributor: fullname: BIERON JF – volume: 62 start-page: 3153 year: 1997 ident: WOS:A1997WZ55500026 article-title: Solid-supported tert-alkoxycarbonylation reagents for anchoring of amines during solid phase organic synthesis publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Hernandez, AS – volume: 99 start-page: 1549 year: 1999 ident: WOS:000080917200003 article-title: Carbon-carbon bond forming solid-phase reactions publication-title: CHEMICAL REVIEWS contributor: fullname: Lorsbach, BA – volume: 38 start-page: 7139 year: 1997 ident: WOS:A1997YA54300004 article-title: A chemoselective rhodium(II) mediated solid phase 1,3-dipolar cycloaddition and its application to a thermally self-cleaving furan scaffold publication-title: TETRAHEDRON LETTERS contributor: fullname: Whitehouse, DL – volume: 62 start-page: 538 year: 1997 ident: WOS:A1997WG58100022 article-title: Magic angle spinning NMR for reaction monitoring and structure determination of molecules attached to multipin crowns publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Chin, J – volume: 77 start-page: 6014 year: 1955 ident: WOS:A1955WB86900065 article-title: THE CHEMISTRY OF THE N-ALKYL-N-NITROSOAMIDES .3. MECHANISM OF THE NITROGEN ELIMINATION REACTION publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: WHITE, EH – start-page: 575 year: 1990 ident: WOS:A1990CZ98600025 article-title: STEREOSELECTIVE SYNTHESIS OF CIS-2,3-DIARYLAZIRIDINE BY REARRANGEMENT OF ARYL-SUBSTITUTED N-(SILYLMETHYL)IMINE publication-title: CHEMISTRY LETTERS contributor: fullname: KOMATSU, M – volume: 39 start-page: 2447 year: 1998 ident: WOS:000072999900002 article-title: One pot solid phase synthesis of isoxazolines publication-title: TETRAHEDRON LETTERS contributor: fullname: Shankar, BB – volume: 77 start-page: 6008 year: 1955 ident: WOS:A1955WB86900063 article-title: THE CHEMISTRY OF THE N-ALKYL-N-NITROSOAMIDES .1. METHODS OF PREPARATION publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: WHITE, EH – volume: 39 start-page: 939 year: 1998 ident: WOS:000071895600006 article-title: Solid-phase synthesis of Delta(2)-isoxazolines publication-title: TETRAHEDRON LETTERS contributor: fullname: Cheng, JF – volume: 118 start-page: 12246 year: 1996 ident: WOS:A1996VX05500041 article-title: Solid phase synthesis of olefin and hydroxyethylene peptidomimetics publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: Rotella, DP – volume: 32 start-page: 5813 year: 1991 ident: WOS:A1991GL66600044 article-title: NOVEL GENERATION OF AZOMETHINE YLIDE FROM N-(ALPHA-SILYLBENZYL)AMIDE BY SILICON SHIFT - AN EQUIVALENT OF NITRILE YLIDE publication-title: TETRAHEDRON LETTERS contributor: fullname: OHNO, M – volume: 37 start-page: 4771 year: 1996 ident: WOS:A1996UW14900040 article-title: Magic angle spinning NMR: A valuable tool for monitoring the progress of reactions in solid phase synthesis publication-title: TETRAHEDRON LETTERS contributor: fullname: Wehler, T – volume: 36 start-page: 1589 year: 1995 ident: WOS:A1995QL65400008 article-title: A SOLID-PHASE CBZ CHLORIDE EQUIVALENT - A NEW MATRIX SPECIFIC LINKER publication-title: TETRAHEDRON LETTERS contributor: fullname: HAUSKE, JR – volume: 63 start-page: 2800 year: 1998 ident: WOS:000073505600008 article-title: Solid-supported synthesis of imidazoles: A strategy for direct resin-attachment to the imidazole core publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Bilodeau, MT – volume: 37 start-page: 1233 year: 1994 ident: WOS:A1994NJ88700001 article-title: APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .1. BACKGROUND AND PEPTIDE COMBINATORIAL LIBRARIES publication-title: JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: GALLOP, MA – volume: 60 start-page: 4204 year: 1995 ident: WOS:A1995RK22600042 article-title: POLYMER-SUPPORTED SYNTHESIS OF CYCLIC ETHERS - ELECTROPHILIC CYCLIZATION OF TETRAHYDROFUROISOXAZOLINES publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: BEEBE, X – volume: 61 start-page: 8755 year: 1996 ident: WOS:A1996VY22000013 article-title: Solid-phase combinatorial synthesis of polyisoxazolines: A two-reaction iterative protocol publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Kurth, MJ – start-page: 1133 year: 1995 ident: WOS:A1995TP52400033 article-title: Reactions of C-60 with alpha-silylamine derivatives: Two types of [3+2] addition of azomethine ylides to C-60 publication-title: CHEMISTRY LETTERS contributor: fullname: Iyoda, M – volume: 37 start-page: 9157 year: 1996 ident: WOS:A1996VX74100010 article-title: Stereoselective synthesis of highly functionalised pyrrolidines via 1,3-dipolar cycloaddition reactions on a solid support. publication-title: TETRAHEDRON LETTERS contributor: fullname: Hollinshead, SP – start-page: 440 year: 1968 ident: WOS:000085038700027.37 publication-title: CHEM AMINO GROUP contributor: fullname: WHITE EH – volume: 40 start-page: 8849 year: 1999 ident: WOS:000083827200031 article-title: Novel generation of azomethine imines from alpha-silylnitrosamines by 1,4-silatropic shift and their cycloaddition publication-title: TETRAHEDRON LETTERS contributor: fullname: Washizuka, K – volume: 27 start-page: 2857 year: 1979 ident: WOS:A1979HX52300046 article-title: SYNTHESIS OF FURAN DERIVITIVES .86. REACTION OF TOSYLMETHYL ISOCYANIDE WITH METHYL 3-SUBSTITUTED PROPIOLATES AS ACETYLENIC MICHAEL ACCEPTORS publication-title: CHEMICAL & PHARMACEUTICAL BULLETIN contributor: fullname: SAIKACHI, H – year: 1998 ident: WOS:000085038700027.5 publication-title: COMBINATORIAL INDEX contributor: fullname: BUNIN BA – volume: 117 start-page: 7029 year: 1995 ident: WOS:A1995RG97600037 article-title: COMBINATORIAL ORGANIC-SYNTHESIS OF HIGHLY FUNCTIONALIZED PYRROLIDINES - IDENTIFICATION OF A POTENT ANGIOTENSIN-CONVERTING ENZYME-INHIBITOR FROM A MERCAPTOACYL PROLINE LIBRARY publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: MURPHY, MM – volume: 77 start-page: 6011 year: 1955 ident: WOS:A1955WB86900064 article-title: THE CHEMISTRY OF THE N-ALKYL-N-NITROSOAMIDES .2. A NEW METHOD FOR THE DEAMINATION OF ALIPHATIC AMINES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: WHITE, EH – volume: 96 start-page: 555 year: 1996 ident: WOS:A1996TT87100025 article-title: Synthesis and applications of small molecule libraries publication-title: CHEMICAL REVIEWS contributor: fullname: Thompson, LA – volume: 63 start-page: 8719 year: 1998 ident: WOS:000077376200021 article-title: A case study of employing spectroscopic tools for monitoring reactions in the developmental stage of a combinatorial chemistry library publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Luo, Y – volume: 39 start-page: 9211 year: 1998 ident: WOS:000077192100028 article-title: Lanthanide triflate-catalyzed 1,3-dipolar cycloaddition reactions of polymer-supported nitrones with alkenes for the preparation of diverse 2-isoxazoline derivatives publication-title: TETRAHEDRON LETTERS contributor: fullname: Kobayashi, S – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.2 doi: 10.1021/jo961590f – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.8 doi: 10.1016/S0968-0896(98)00115-1 – ident: 10.1016/S0040-4039(99)02140-1_BIB11 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.14 doi: 10.1021/ja00131a037 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.19 doi: 10.1016/S0040-4020(98)00099-4 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.6 doi: 10.1016/0040-4039(96)00931-8 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.1 doi: 10.1021/ja01627a064 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.4 doi: 10.1016/S0040-4020(98)00099-4 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.5 doi: 10.1016/S0040-4039(98)02100-5 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB1.1 doi: 10.1021/cr970109y – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.5 doi: 10.1021/jo9700890 – ident: 10.1016/S0040-4039(99)02140-1_BIB2 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.1 doi: 10.1021/jo980322+ – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.28 doi: 10.1016/0040-4039(96)00659-4 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.2 doi: 10.1021/ja01627a063 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.3 doi: 10.1021/jo980027p – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.16 doi: 10.1016/S0040-4039(99)01145-4 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.20 doi: 10.1016/S0040-4039(98)02100-5 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.1 doi: 10.1021/ja962290i – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.4 doi: 10.1021/jo980322+ – ident: 10.1016/S0040-4039(99)02140-1_BIB12 doi: 10.1248/cpb.27.2857 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.10 doi: 10.1016/S0040-4039(97)01667-5 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.2 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.15 doi: 10.1021/jo00118a042 – ident: 10.1016/S0040-4039(99)02140-1_BIB3 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.5 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.11 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB1.2 doi: 10.1021/cr970109y – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB1.3 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.25 doi: 10.1016/S0040-4039(97)01667-5 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.21 doi: 10.1016/S0040-4039(98)00237-8 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.2 doi: 10.1021/jo9800210 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.4 doi: 10.1021/ja962290i – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.4 doi: 10.1246/cl.1995.1133 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.3 doi: 10.1016/0040-4039(96)00931-8 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.1 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.18 doi: 10.1021/jo980027p – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.4 doi: 10.1021/ja01627a064 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.31 doi: 10.1021/jo00118a042 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.6 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB10.5 doi: 10.1021/jo961590f – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.3 doi: 10.1016/0040-4039(95)00095-T – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.12 doi: 10.1016/0040-4039(96)00659-4 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.27 doi: 10.1016/S0040-4039(96)02147-8 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB9.2 doi: 10.1021/jo9700890 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.6 doi: 10.1016/S0040-4039(98)00237-8 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB8.3 doi: 10.1021/ja01627a064 – ident: 10.1016/S0040-4039(99)02140-1_BIB6 doi: 10.1016/S0040-4039(00)93562-7 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB5.3 doi: 10.1246/cl.1990.575 – ident: 10.1016/S0040-4039(99)02140-1_BIB7 doi: 10.1016/S0040-4039(99)01859-6 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.23 doi: 10.1016/S0968-0896(98)00115-1 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.30 doi: 10.1021/ja00131a037 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.29 doi: 10.1016/0040-4039(96)00365-6 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.1 doi: 10.1016/S0040-4039(99)01145-4 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.13 doi: 10.1016/0040-4039(96)00365-6 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.24 doi: 10.1016/S0040-4039(97)01768-1 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.26 doi: 10.1021/jo961730l – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.17 doi: 10.1021/jo9800210 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.22 doi: 10.1016/S0040-4039(97)10700-6 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.7 doi: 10.1016/S0040-4039(97)10700-6 – ident: #cr-split#-10.1016/S0040-4039(99)02140-1_BIB4.9 doi: 10.1016/S0040-4039(97)01768-1 |
SSID | ssj0000680 |
Score | 1.8078933 |
Snippet | 1,3-Dipolar cycloaddition of polymer-supported azomethine imines with dimethyl acetylenedicarboxylate (DMAD) gave pyrazole derivatives in good yields. The... |
Source | Web of Science |
SourceID | crossref webofscience elsevier |
SourceType | Aggregation Database Enrichment Source Index Database Publisher |
StartPage | 691 |
SubjectTerms | Chemistry Chemistry, Organic Physical Sciences Science & Technology |
Title | Generation and cycloaddition of polymer-supported azomethine imines: traceless synthesis of pyrazole derivatives from α-silylnitrosoamide derivatives bound to resin |
URI | https://dx.doi.org/10.1016/S0040-4039(99)02140-1 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000085038700027 |
Volume | 41 |
WOS | 000085038700027 |
WOSCitedRecordID | wos000085038700027 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3NTtwwELYQHOilKqVVlxbkAwc4GNaJN7G5oVXRthWcQOIW-VeKFJLVOiCFA2_DA_RF-kwdO0kBqVWrKlIO1jhxPKP5iWe-QWh_aqSmLrMkTbSCAMWCHrR5TihTTqmgM034D3l-kS2u2Nfr2fUamo-1MCGtctD9vU6P2noYOR5283hZlqHGl8EFBlYE3K9YwxXAtkCmjx7oM23Mp2PmXKB-quLpnxAHD4Q4jA8h9E_26TdmKZqgszfo9eA74tN-eVtozdZv0eZ8bNm2jR57EOmw11jWButOV03IGIojjcPLpupu7Ir422UENDdY3jehiTT4mjj097L-BLcrqcEYeY99V4N_6Esf53YrIK4sNiC0dxEv3ONQnYJ_fCe-rLoKtAN8UyNvSvOSSoXeTbhtMMT2Zf0OXZ19vpwvyNCHgWjQAC0xYqq55CmX4O3xTLFkqma5Y9QIqhMZ-oaaXM0c43CDcIWm0mqeGc5ScBeMSd-j9bqp7QeEweFyjskEXHrOzCyRqaNUO5FBoJTmKp-go3H3i2UPt1E85aEBu4rArkKIIrKroBPERx4VL-SmAJPwt6n7z3n663198l441o_nshNE_4VsPkCqByiBduf_V_URveqr_SlJxCe03q5u7S74Pa3ai4K9hzZOv3xbXPwERmcBXA |
link.rule.ids | 315,783,787,4511,24130,27938,27939,45599,45693 |
linkProvider | Elsevier |
linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3LatwwFBUhWaSb0vRBJ21SLbJoF2pGtsaWugtDw6RJZpVAdkIvg8Gxh5FTcP8nH5Af6Tf1SrbzgJaWYvBCSLasK84917oPhA6mVhlaZI6kidFgoDjAQZfnhDJdaB0w04b_kOfLbHHJvl3NrjbQfIyFCW6VA_b3mB7Remg5HFbzcFWWIcaXwQUKVoS8XyGGawvYgIDNvnV0crpYPgJkPh2d58KAh0Ce_iGx8aMQn-JzCP2TivqNZopa6PgFej7QR3zUz3AHbbj6Jdqej1XbXqHbPo90WG6saotNZ6omOA3FlqbAq6bqrt2a-JtVzGlusfrRhDrSQDdxKPHl_BfcrpUBfeQ99l0NFNGXPo7t1tC5ctjCvv0eU4Z7HAJU8M874suqqwAg4JsadV3ap710KN-E2waDeV_Wr9Hl8deL-YIMpRiIARBoiRVTwxVPuQLCxzPNkqme5QWjVlCTqFA61OZ6VjAON7BYaKqc4ZnlLAXGYG36Bm3WTe3eIgycqyiYSoDVc2ZniUoLSk0hMrCV0lznE_R5XH256jNuyAdXNBCXDOKSQsgoLkkniI8ykk-2jgSt8LehB49lev--3n8vnOzHo9kJov_SbT5kVQ_ZBNrd_5_VB7S9uDg_k2cny9N36Fkf_E9JIt6jzXZ94_aABrV6f9jmvwA34AQZ |
openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Generation+and+cycloaddition+of+polymer-supported+azomethine+imines%3A+traceless+synthesis+of+pyrazole+derivatives+from+alpha-silylnitrosoamide+derivatives+bound+to+resin&rft.jtitle=Tetrahedron+letters&rft.au=Washizuka%2C+KI&rft.au=Nagai%2C+K&rft.au=Minakata%2C+S&rft.au=Ryu&rft.date=2000-01-29&rft.pub=Elsevier&rft.issn=0040-4039&rft.volume=41&rft.issue=5&rft.spage=691&rft.epage=695&rft_id=info:doi/10.1016%2FS0040-4039%2899%2902140-1&rft.externalDBID=n%2Fa&rft.externalDocID=000085038700027 |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0040-4039&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0040-4039&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0040-4039&client=summon |