A new strategy for the synthesis of aryl- and heteroaryl-substituted exocyclic olefins from allyl alcohols using PBr3
Treatment of aryl and heteroaryl substituted allyl alcohols 7-14 with phosphorus tribromide at 0 degrees C furnished a new series of substituted exocyclic olefins 15-22 in good yields. The +I inductive effect of substituents on the aryl group is described. (c) 2005 Elsevier Ltd. All rights reserved.
Saved in:
| Published in | Tetrahedron letters Vol. 46; no. 51; pp. 8849 - 8852 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
OXFORD
Elsevier
19.12.2005
|
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | Treatment of aryl and heteroaryl substituted allyl alcohols 7-14 with phosphorus tribromide at 0 degrees C furnished a new series of substituted exocyclic olefins 15-22 in good yields. The +I inductive effect of substituents on the aryl group is described. (c) 2005 Elsevier Ltd. All rights reserved. |
|---|---|
| AbstractList | Treatment of aryl and heteroaryl substituted allyl alcohols 7-14 with phosphorus tribromide at 0 degrees C furnished a new series of substituted exocyclic olefins 15-22 in good yields. The +I inductive effect of substituents on the aryl group is described. (c) 2005 Elsevier Ltd. All rights reserved. |
| Author | Panda, G Shagufta Parai, MK |
| Author_xml | – sequence: 1 fullname: Shagufta – sequence: 2 givenname: MK surname: Parai fullname: Parai, MK – sequence: 3 givenname: G orcidid: 0000-0003-4248-4579 surname: Panda fullname: Panda, G email: bapi.rm@yahoo.com |
| BookMark | eNqNkD1PwzAQhj0UibbwDxi8o5RznDTJWCq-pEowwBy5zrl15drIdlTy73EoYsbDnfzKz8n3zMjEOouE3DBYMGDLu8MiYjQYFzlAmaIF1GxCpgAFZAXw5pLMQjhAOssapqRfUYsnGqIXEXcDVc7TuEcaBpta0IE6RYUfTEaF7egeI3r3cw_9NkQd-4gdxS8nB2m0pM6g0jZQ5d2RCmMGk6p0e2cC7YO2O_p27_kVuVDCBLz-7XPy8fjwvn7ONq9PL-vVJpN5yWK25WILgndF1-RNVaESsiyrBnLOVAV1WkCBRMlK3onxmcwbrJnIAcuCoQI-J8V5rvQuBI-q_fT6mL7fMmhHXe2hPetqR11jmnQlrD5jJ9w6FaRGK_EPTepyzpcVZ6PFaq2jiNrZtettTOjt_1H-DZtah0o |
| CitedBy_id | crossref_primary_10_1016_j_ejmech_2017_03_054 crossref_primary_10_1016_j_tetlet_2005_12_046 crossref_primary_10_1039_b901632e crossref_primary_10_1002_ejoc_201801375 crossref_primary_10_1039_D3OB01239E crossref_primary_10_1002_chin_200614140 crossref_primary_10_1016_j_tet_2008_07_106 |
| Cites_doi | 10.1021/ja00506a057 10.1021/jo982058q 10.1021/jo00388a064 10.1021/ja00259a064 10.1021/ja00222a048 10.1016/j.tetlet.2005.06.016 10.1021/ja00979a017 10.1016/S0040-4039(01)90381-8 10.1021/ja00249a068 10.1126/science.6800032 10.1021/ja01468a042 10.1021/jo00195a056 10.1002/anie.198207511 10.1021/ja00282a054 10.1016/0040-4039(96)01885-0 10.1016/S0040-4020(01)86967-2 10.1021/ja00184a036 10.1016/S0040-4039(01)81055-8 10.1021/ja01517a049 10.1021/ja00075a075 10.1021/ja00331a070 10.3987/COM-93-S(T)145 10.1021/ja00334a050 10.1016/S0040-4039(00)84133-7 10.1021/jo00102a005 10.1021/jo00350a108 10.1021/jo00371a036 10.1039/p19940000653 |
| ContentType | Journal Article |
| DBID | 1KM 1KN BLEPL DTL FZXEZ AAYXX CITATION |
| DOI | 10.1016/j.tetlet.2005.10.081 |
| DatabaseName | Index Chemicus Current Chemical Reactions Web of Science Core Collection Science Citation Index Expanded Web of Science - Science Citation Index Expanded - 2005 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 |
| EndPage | 8852 |
| ExternalDocumentID | 10_1016_j_tetlet_2005_10_081 000233673100007 |
| GroupedDBID | --- --K --M -ET -~X .~1 0R~ 123 1B1 1KM 1KN 1RT 1~. 1~5 4.4 457 4G. 53G 5VS 6TJ 7-5 71M 85S 8P~ 9JM 9JN AABNK AACTN AAEDT AAEDW AAHBH AAIKJ AAKOC AALRI AAOAW AAQFI AARLI AAXKI AAXUO ABFNM ABFRF ABGSF ABJNI ABMAC ABPPZ ABUDA ABXDB ABZDS ACBEA ACDAQ ACGFS ACNCT ACNNM ACRLP ADBBV ADECG ADEZE ADMUD ADUVX ADVLN AEBSH AEFWE AEHWI AEKER AENEX AFFNX AFKWA AFTJW AFXIZ AFZHZ AGHFR AGUBO AGYEJ AHHHB AIEXJ AIKHN AITUG AJOXV AJSZI AKRWK ALCLG ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ AXJTR BKOJK BLEPL BLXMC CS3 DTL DU5 EBS EFJIC EJD EO8 EO9 EP2 EP3 F5P FDB FIRID FLBIZ FNPLU FYGXN G-Q GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED HZ~ IH2 J1W K-O KOM M2Z M41 MO0 MVM N9A O-L O9- OAUVE OGGZJ OZT P-9 P2P PC. Q38 RIG RNS ROL RPZ SCC SDF SDG SDP SES SPC SPCBC SSK SSP SSU SSZ T5K TN5 TWZ WH7 XPP XSW YK3 YR2 ZCG ZMT ~02 ~G- ~KM .GJ .HR 186 29Q 3EH AAQXK AAYOK AAYXX ACBNA ACKIV AFJKZ AGRDE ASPBG AVWKF AZFZN CITATION D0S FEDTE FGOYB G8K GBLVA HMS HVGLF IHE OHT P-8 R2- SCB SEW SOC UQL WUQ XJT Y6R YQJ ZKB ZXP |
| ID | FETCH-LOGICAL-c251t-b3ab0a3d4d92977efac55790231f708680f0cec153daa3d4c29e81a20e541ef03 |
| ISICitedReferencesCount | 8 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000233673100007 |
| ISSN | 0040-4039 |
| IngestDate | Thu Sep 26 18:30:17 EDT 2024 Tue Sep 17 23:10:58 EDT 2024 Fri Nov 08 20:02:02 EST 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 51 |
| Keywords | phosphorous tribromide ALKENES aryl-substituted exocyclic olefin PROSTACYCLIN EFFICIENT SYNTHESIS REACTIVITY STEREOSPECIFIC SYNTHESIS HIGHLY STEREOSELECTIVE-SYNTHESIS allyl alcohol |
| Language | English |
| LinkModel | OpenURL |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c251t-b3ab0a3d4d92977efac55790231f708680f0cec153daa3d4c29e81a20e541ef03 |
| ORCID | 0000-0003-4248-4579 |
| PageCount | 4 |
| ParticipantIDs | crossref_primary_10_1016_j_tetlet_2005_10_081 webofscience_primary_000233673100007CitationCount webofscience_primary_000233673100007 |
| PublicationCentury | 2000 |
| PublicationDate | 2005-12-19 |
| PublicationDateYYYYMMDD | 2005-12-19 |
| PublicationDate_xml | – month: 12 year: 2005 text: 2005-12-19 day: 19 |
| PublicationDecade | 2000 |
| PublicationPlace | OXFORD |
| PublicationPlace_xml | – name: OXFORD |
| PublicationTitle | Tetrahedron letters |
| PublicationTitleAbbrev | TETRAHEDRON LETT |
| PublicationYear | 2005 |
| Publisher | Elsevier |
| Publisher_xml | – name: Elsevier |
| References | NEGISHI, E (WOS:A1987L250100005) 1987; 28 NEGISHI, E (WOS:A1986E508700036) 1986; 51 TAKAHASHI, A (WOS:A1989R997300036) 1989; 111 BROWN, HC (WOS:A19678839500017) 1967; 89 HOWARD, E (WOS:A1959WB35700050) 1959; 81 HANESSIAN, S (WOS:A1984TJ67200070) 1984; 106 LEIBERKIND LS (WOS:000233673100007.19) 1987; 109 LEVINE, SD (WOS:A1979GY52200057) 1979; 101 GABBUTT, CD (WOS:A1994MW95800015) 1994; 50 MASON, CP (WOS:A1982MX13500030) 1982; 215 SODEOKA, M (WOS:A1988P227800048) 1988; 110 HUTCHINSON, DK (WOS:A1987J360000068) 1987; 109 SHIBASAKI, M (WOS:A1984TP22700056) 1984; 49 GARNER, P (WOS:A1987H814800063) 1987; 52 HANESSIAN, S (WOS:A1993LM32100091) 1993; 35 DENMARK, SE (WOS:A1994PT81200005) 1994; 59 GABBUTT, CD (WOS:A1994NC13800007) 1994 SHAGUFTA (WOS:000233673100007.26) 2005; 46 DENMARK, SE (WOS:A1993MF51700075) 1993; 115 PETTIT, GR (WOS:A1984TQ27200050) 1984; 106 Bennani, YL (WOS:A1996VR55300013) 1996; 37 Bankston, D (WOS:000080428700012) 1999; 64 BARTMANN, W (WOS:A1982PQ46300004) 1982; 21 KUZMIN SV (WOS:000233673100007.17) 1989; 25 NOYORI, R (WOS:A1986E607400054) 1986; 108 LARSON, GL (WOS:A1981LL26800004) 1981; 22 WADSWORTH, W (WOS:A19613069B00063) 1961; 83 COREY, EJ (WOS:A1986A111400008) 1986; 27 FLOHE, L (WOS:A1983RG08900009) 1983; 33-2 KOREEDA, M (WOS:A1985AYM1100108) 1985; 50 Denmark (10.1016/j.tetlet.2005.10.081_bib5_7) 1993; 115 Koreeda (10.1016/j.tetlet.2005.10.081_bib5_12) 1985; 50 Pettit (10.1016/j.tetlet.2005.10.081_bib1_1) 1984; 106 Hanessian (10.1016/j.tetlet.2005.10.081_bib5_6) 1984; 106 Hanessian (10.1016/j.tetlet.2005.10.081_bib6_2) 1993; 35 Takahashi (10.1016/j.tetlet.2005.10.081_bib1_4) 1989; 111 Flohe (10.1016/j.tetlet.2005.10.081_bib2) 1983; 33 Negishi (10.1016/j.tetlet.2005.10.081_bib5_13) 1986; 51 Shagufta (10.1016/j.tetlet.2005.10.081_bib7c) 2005; 46 Negishi (10.1016/j.tetlet.2005.10.081_bib5_4) 1987; 28 Denmark (10.1016/j.tetlet.2005.10.081_bib5_5) 1994; 59 Bartmann (10.1016/j.tetlet.2005.10.081_bib1_3) 1982; 21 Gabbutt (10.1016/j.tetlet.2005.10.081_bib8_1) 1994; 50 Levine (10.1016/j.tetlet.2005.10.081_bib1_2) 1979; 101 Bennani (10.1016/j.tetlet.2005.10.081_bib5_2) 1996; 37 Larson (10.1016/j.tetlet.2005.10.081_bib5_1) 1981; 22 Noyori (10.1016/j.tetlet.2005.10.081_bib3) 1986; 108 Brown (10.1016/j.tetlet.2005.10.081_bib5_14) 1967; 89 Gabbutt (10.1016/j.tetlet.2005.10.081_bib8_2) 1994 Sodeoka (10.1016/j.tetlet.2005.10.081_bib6_3) 1988; 110 Howard (10.1016/j.tetlet.2005.10.081_bib7b) 1959; 81 Corey (10.1016/j.tetlet.2005.10.081_bib5_8) 1986; 27 Leiberkind (10.1016/j.tetlet.2005.10.081_bib5_9) 1987; 109 Wadsworth (10.1016/j.tetlet.2005.10.081_bib6_1) 1961; 83 Bankston (10.1016/j.tetlet.2005.10.081_bib5_3) 1999; 64 Shibasaki (10.1016/j.tetlet.2005.10.081_bib5_11) 1984; 49 Garner (10.1016/j.tetlet.2005.10.081_bib5_15) 1987; 52 Hutchinson (10.1016/j.tetlet.2005.10.081_bib5_10) 1987; 109 Mason (10.1016/j.tetlet.2005.10.081_bib4) 1982; 215 Kuz’min (10.1016/j.tetlet.2005.10.081_bib7a) 1989; 25 |
| References_xml | – volume: 27 start-page: 905 year: 1986 ident: WOS:A1986A111400008 article-title: 1ST STEREOSPECIFIC SYNTHESIS OF E-GAMMA-BISABOLENE - A METHOD FOR THE CONCURRENT GENERATION OF A RING AND A TETRASUBSTITUTED EXOCYCLIC DOUBLE-BOND publication-title: TETRAHEDRON LETTERS contributor: fullname: COREY, EJ – volume: 106 start-page: 5754 year: 1984 ident: WOS:A1984TJ67200070 article-title: DESIGN AND REACTIVITY OF TOPOLOGICALLY UNIQUE, CHIRAL PHOSPHONAMIDES - REMARKABLE DIASTEREOFACIAL SELECTIVITY IN ASYMMETRIC OLEFINATION AND ALKYLATION publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: HANESSIAN, S – volume: 21 start-page: 751 year: 1982 ident: WOS:A1982PQ46300004 article-title: PROSTACYCLIN AND SYNTHETIC ANALOGS publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION contributor: fullname: BARTMANN, W – volume: 52 start-page: 2629 year: 1987 ident: WOS:A1987H814800063 article-title: THE STEREOSELECTIVE SYNTHESIS OF ACYCLIC AND EXOCYCLIC TRISUBSTITUTED OLEFINS VIA A HYDROXYL-DIRECTED WITTIG REACTION publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: GARNER, P – volume: 35 start-page: 1411 year: 1993 ident: WOS:A1993LM32100091 article-title: EFFICIENT OLEFINATION WITH ALPHA-ALKYL CYCLIC PHOSPHONAMIDES publication-title: HETEROCYCLES contributor: fullname: HANESSIAN, S – volume: 109 start-page: 4755 year: 1987 ident: WOS:A1987J360000068 article-title: SYNTHESES VIA VINYL SULFONES .22. A CHEMODIRECTED, TRIPLY CONVERGENT TOTAL SYNTHESIS OF D-(+)-CARBACYCLIN publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: HUTCHINSON, DK – volume: 49 start-page: 4096 year: 1984 ident: WOS:A1984TP22700056 article-title: STEREOSPECIFIC SYNTHESIS OF EXO-TRISUBSTITUTED OLEFINS - THE HIGHLY EFFICIENT SYNTHESIS OF CARBACYCLINS publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: SHIBASAKI, M – volume: 101 start-page: 3404 year: 1979 ident: WOS:A1979GY52200057 article-title: ZOAPATANOL AND MONTANOL, NOVEL OXEPANE DITERPENOIDS, FROM THE MEXICAN PLANT ZOAPATLE (MONTANOA-TOMENTOSA) publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: LEVINE, SD – volume: 59 start-page: 6887 year: 1994 ident: WOS:A1994PT81200005 article-title: ASYMMETRIC CARBOALKOXYALKYLIDENATION WITH A CHIRAL HORNER-WADSWORTH-EMMONS REAGENT publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: DENMARK, SE – volume: 215 start-page: 400 year: 1982 ident: WOS:A1982MX13500030 article-title: ISOLATION OF CHLORINE-CONTAINING ANTIBIOTIC FROM THE FRESH-WATER CYANOBACTERIUM SCYTONEMA-HOFMANNI publication-title: SCIENCE contributor: fullname: MASON, CP – volume: 81 start-page: 1483 year: 1959 ident: WOS:A1959WB35700050 article-title: THE REACTION OF TRIPHENYLPHOSPHINE WITH SOME AROMATIC AMINE OXIDES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: HOWARD, E – volume: 110 start-page: 4823 year: 1988 ident: WOS:A1988P227800048 article-title: HIGHLY EFFICIENT SYNTHESIS OF CARBACYCLIN ANALOG - STEREOSPECIFIC SYNTHESIS OF ARYL-SUBSTITUTED EXOCYCLIC OLEFIN publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: SODEOKA, M – volume: 28 start-page: 5793 year: 1987 ident: WOS:A1987L250100005 article-title: METAL-PROMOTED CYCLIZATION .16. HIGHLY STEREOSELECTIVE SYNTHESIS OF EXOCYCLIC ALKENES VIA CYCLIALKYLATION publication-title: TETRAHEDRON LETTERS contributor: fullname: NEGISHI, E – volume: 89 start-page: 567 year: 1967 ident: WOS:A19678839500017 article-title: ORGANOBORANES .7. DISPLACEMENT REACTION WITH ORGANOBORANES DERIVED FROM HYDROBORATION OF CYCLIC AND BICYCLIC OLEFINS . CONVERSION OF ENDOCYCLIC TO EXOCYCLIC DOUBLE BONDS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: BROWN, HC – volume: 33-2 start-page: 1240 year: 1983 ident: WOS:A1983RG08900009 article-title: DESIGNING PROSTACYCLIN ANALOGS publication-title: ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH contributor: fullname: FLOHE, L – volume: 108 start-page: 7117 year: 1986 ident: WOS:A1986E607400054 article-title: ASYMMETRIC-SYNTHESIS OF ISOQUINOLINE ALKALOIDS BY HOMOGENEOUS CATALYSIS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: NOYORI, R – volume: 51 start-page: 4080 year: 1986 ident: WOS:A1986E508700036 article-title: A SELECTIVE METHOD FOR THE SYNTHESIS OF STEREODEFINED EXOCYCLIC ALKENES VIA ALLYLMETALATION OF PROPARGYL ALCOHOLS publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: NEGISHI, E – volume: 50 start-page: 2507 year: 1994 ident: WOS:A1994MW95800015 article-title: SYNTHESIS AND REACTIVITY OF SOME 4-BROMO- 2H-CHROMENES AND 2H-THIOCHROMENES publication-title: TETRAHEDRON contributor: fullname: GABBUTT, CD – volume: 109 start-page: 7908 year: 1987 ident: WOS:000233673100007.19 publication-title: J AM CHEM SOC contributor: fullname: LEIBERKIND LS – volume: 115 start-page: 10386 year: 1993 ident: WOS:A1993MF51700075 article-title: A NEW, GENERAL, AND STEREOSELECTIVE METHOD FOR THE SYNTHESIS OF TRISUBSTITUTED ALKENES publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: DENMARK, SE – volume: 83 start-page: 1733 year: 1961 ident: WOS:A19613069B00063 article-title: UTILITY OF PHOSPHONATE CARBANIONS IN OLEFIN SYNTHESIS publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: WADSWORTH, W – volume: 22 start-page: 1575 year: 1981 ident: WOS:A1981LL26800004 article-title: THERMODYNAMIC AND KINETIC CONTROL IN THE REACTION OF CARBOETHOXYMETHYLENETRIPHENYLPHOSPHORANE AND ETHYL LITHIOTRIMETHYLSILYLACETATE WITH 2-(T-BUTYLDIMETHYLSILYLOXY)CYCLOALKANONES publication-title: TETRAHEDRON LETTERS contributor: fullname: LARSON, GL – start-page: 653 year: 1994 ident: WOS:A1994NC13800007 article-title: EXPEDIENT SYNTHESES OF THE ROTENOID AND THIOROTENOID SYSTEMS publication-title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 contributor: fullname: GABBUTT, CD – volume: 46 start-page: 5337 year: 2005 ident: WOS:000233673100007.26 publication-title: TETRAHEDRON LETT contributor: fullname: SHAGUFTA – volume: 111 start-page: 643 year: 1989 ident: WOS:A1989R997300036 article-title: HIGHLY STEREOSELECTIVE SYNTHESIS OF EXOCYCLIC TETRASUBSTITUTED ENOL ETHERS AND OLEFINS - A SYNTHESIS OF NILEPROST publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: TAKAHASHI, A – volume: 106 start-page: 6768 year: 1984 ident: WOS:A1984TQ27200050 article-title: ANTINEOPLASTIC AGENTS .96. STRUCTURE OF BRYOSTATIN-4 - AN IMPORTANT ANTINEOPLASTIC CONSTITUENT OF GEOGRAPHICALLY DIVERSE BUGULA-NERITINA (BRYOZOA) publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY contributor: fullname: PETTIT, GR – volume: 37 start-page: 8109 year: 1996 ident: WOS:A1996VR55300013 article-title: Synthesis of geometrically defined exocyclic olefins publication-title: TETRAHEDRON LETTERS contributor: fullname: Bennani, YL – volume: 25 start-page: 596 year: 1989 ident: WOS:000233673100007.17 publication-title: J ORG CHEM USSR contributor: fullname: KUZMIN SV – volume: 50 start-page: 5910 year: 1985 ident: WOS:A1985AYM1100108 article-title: Z-STEREOSELECTIVE WITTIG OLEFINATION OF 2-OXYGENATED CYCLOHEXANONES publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: KOREEDA, M – volume: 64 start-page: 3461 year: 1999 ident: WOS:000080428700012 article-title: Palladium (II) acetate-tris(triphenylphosphine)rhodium(I) chloride: A novel catalytic couple for the intramolecular Heck reaction publication-title: JOURNAL OF ORGANIC CHEMISTRY contributor: fullname: Bankston, D – volume: 101 start-page: 3404 year: 1979 ident: 10.1016/j.tetlet.2005.10.081_bib1_2 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00506a057 contributor: fullname: Levine – volume: 64 start-page: 3461 year: 1999 ident: 10.1016/j.tetlet.2005.10.081_bib5_3 publication-title: J. Org. Chem. doi: 10.1021/jo982058q contributor: fullname: Bankston – volume: 52 start-page: 2631 year: 1987 ident: 10.1016/j.tetlet.2005.10.081_bib5_15 publication-title: J. Org. Chem. doi: 10.1021/jo00388a064 contributor: fullname: Garner – volume: 109 start-page: 7908 year: 1987 ident: 10.1016/j.tetlet.2005.10.081_bib5_9 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00259a064 contributor: fullname: Leiberkind – volume: 110 start-page: 4823 year: 1988 ident: 10.1016/j.tetlet.2005.10.081_bib6_3 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00222a048 contributor: fullname: Sodeoka – volume: 46 start-page: 5337 year: 2005 ident: 10.1016/j.tetlet.2005.10.081_bib7c publication-title: Tetrahedron Lett. doi: 10.1016/j.tetlet.2005.06.016 contributor: fullname: Shagufta – volume: 89 start-page: 567 year: 1967 ident: 10.1016/j.tetlet.2005.10.081_bib5_14 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00979a017 contributor: fullname: Brown – volume: 22 start-page: 1575 year: 1981 ident: 10.1016/j.tetlet.2005.10.081_bib5_1 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(01)90381-8 contributor: fullname: Larson – volume: 109 start-page: 4755 year: 1987 ident: 10.1016/j.tetlet.2005.10.081_bib5_10 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00249a068 contributor: fullname: Hutchinson – volume: 215 start-page: 400 year: 1982 ident: 10.1016/j.tetlet.2005.10.081_bib4 publication-title: Science doi: 10.1126/science.6800032 contributor: fullname: Mason – volume: 83 start-page: 1733 year: 1961 ident: 10.1016/j.tetlet.2005.10.081_bib6_1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja01468a042 contributor: fullname: Wadsworth – volume: 49 start-page: 4096 year: 1984 ident: 10.1016/j.tetlet.2005.10.081_bib5_11 publication-title: J. Org. Chem. doi: 10.1021/jo00195a056 contributor: fullname: Shibasaki – volume: 21 start-page: 751 year: 1982 ident: 10.1016/j.tetlet.2005.10.081_bib1_3 publication-title: Angew. Chem., Int. Ed. Engl. doi: 10.1002/anie.198207511 contributor: fullname: Bartmann – volume: 25 start-page: 596 year: 1989 ident: 10.1016/j.tetlet.2005.10.081_bib7a publication-title: J. Org. Chem. USSR contributor: fullname: Kuz’min – volume: 108 start-page: 7117 year: 1986 ident: 10.1016/j.tetlet.2005.10.081_bib3 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00282a054 contributor: fullname: Noyori – volume: 37 start-page: 8109 year: 1996 ident: 10.1016/j.tetlet.2005.10.081_bib5_2 publication-title: Tetrahedron Lett. doi: 10.1016/0040-4039(96)01885-0 contributor: fullname: Bennani – volume: 33 start-page: 1240 year: 1983 ident: 10.1016/j.tetlet.2005.10.081_bib2 publication-title: Arzneim.-Forsch. Drug Res. contributor: fullname: Flohe – volume: 50 start-page: 2507 year: 1994 ident: 10.1016/j.tetlet.2005.10.081_bib8_1 publication-title: Tetrahedron doi: 10.1016/S0040-4020(01)86967-2 contributor: fullname: Gabbutt – volume: 111 start-page: 643 year: 1989 ident: 10.1016/j.tetlet.2005.10.081_bib1_4 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00184a036 contributor: fullname: Takahashi – volume: 28 start-page: 5793 year: 1987 ident: 10.1016/j.tetlet.2005.10.081_bib5_4 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(01)81055-8 contributor: fullname: Negishi – volume: 81 start-page: 1983 year: 1959 ident: 10.1016/j.tetlet.2005.10.081_bib7b publication-title: J. Am. Chem. Soc. doi: 10.1021/ja01517a049 contributor: fullname: Howard – volume: 115 start-page: 10386 year: 1993 ident: 10.1016/j.tetlet.2005.10.081_bib5_7 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00075a075 contributor: fullname: Denmark – volume: 106 start-page: 5754 year: 1984 ident: 10.1016/j.tetlet.2005.10.081_bib5_6 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00331a070 contributor: fullname: Hanessian – volume: 35 start-page: 1411 year: 1993 ident: 10.1016/j.tetlet.2005.10.081_bib6_2 publication-title: Heterocycles doi: 10.3987/COM-93-S(T)145 contributor: fullname: Hanessian – volume: 106 start-page: 6768 year: 1984 ident: 10.1016/j.tetlet.2005.10.081_bib1_1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00334a050 contributor: fullname: Pettit – volume: 27 start-page: 905 year: 1986 ident: 10.1016/j.tetlet.2005.10.081_bib5_8 publication-title: Tetrahedron Lett. doi: 10.1016/S0040-4039(00)84133-7 contributor: fullname: Corey – volume: 59 start-page: 6887 year: 1994 ident: 10.1016/j.tetlet.2005.10.081_bib5_5 publication-title: J. Org. Chem. doi: 10.1021/jo00102a005 contributor: fullname: Denmark – volume: 50 start-page: 5910 year: 1985 ident: 10.1016/j.tetlet.2005.10.081_bib5_12 publication-title: J. Org. Chem. doi: 10.1021/jo00350a108 contributor: fullname: Koreeda – volume: 51 start-page: 4080 year: 1986 ident: 10.1016/j.tetlet.2005.10.081_bib5_13 publication-title: J. Org. Chem. doi: 10.1021/jo00371a036 contributor: fullname: Negishi – start-page: 653 year: 1994 ident: 10.1016/j.tetlet.2005.10.081_bib8_2 publication-title: J. Chem. Soc., Perkin Trans. 1 doi: 10.1039/p19940000653 contributor: fullname: Gabbutt |
| SSID | ssj0000680 |
| Score | 1.8786442 |
| Snippet | Treatment of aryl and heteroaryl substituted allyl alcohols 7-14 with phosphorus tribromide at 0 degrees C furnished a new series of substituted exocyclic... |
| Source | Web of Science |
| SourceID | crossref webofscience |
| SourceType | Aggregation Database Enrichment Source Index Database |
| StartPage | 8849 |
| SubjectTerms | Chemistry Chemistry, Organic Physical Sciences Science & Technology |
| Title | A new strategy for the synthesis of aryl- and heteroaryl-substituted exocyclic olefins from allyl alcohols using PBr3 |
| URI | http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000233673100007 |
| Volume | 46 |
| WOS | 000233673100007 |
| WOSCitedRecordID | wos000233673100007 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1ba9swFBahfdheRrsLy7YOPfQtOCiWL_JjFtaVQUdhKfQt6LpQPHs4Nswd7LfvSLLdZA2j3YvjKI5j-3w5OpK-8x2ETlPKIRhiSZAQkQSRTkSQsSgMIJhgRqdcaW5XdC--JOdX0efr-Ho0-rWdXVKLqbzdm1fyP1aFNrCrzZJ9hGWHk0ID7IN9YQsWhu2DbDy3BcEnGy8w2w6MwU1bwEunNMKrNg_cEsHaMl9K934D7sJzBNRE_yxlK63WdZlrYxkzLuWE53lr2cuugu5m0rg5hcsPFd0OZ5cafnutVQUYyl1i0BCif13zb42pB69_yStf-fqC52U7cdTuu88K5YLYT7yp-fedmYjYsjo6f9d514jAeNSLE_XetZtg9CjqtGW9r2TMi5X2_S7zUrb3fLqfXriZ1hpurPbTYJaQ50u97Epo_9W1DYTDnst2s_JnsdU3Y2haEZu2fxiCl7Lucfp7ttWNM9JTLu1N9XmXjhx4_1p24po9MYyLV5ZH6Fk30MBzj5pjNNLFc_Rk0df3e4GaOQb04B49GNCDATZ4QA8uDXZowWAevB89eEAP7tCDLXqwQw_u0YMderBFz0t0dfZxuTgPuiIcgYTQtw4E5YJwqiIFgXSaasNlHKeZlQ00KYyHGTFEagkdp-L2MBlmms14SHQczbQh9BU6KMpCv0ZYMUJDKjKqQhlRITPY5Sbl4Bu4FiYbo6B_hKsfXmtl9S_DjdHp9nMevuNEnGiS-rWrdIxmDzls0WniWy2I-s0jL-Utenr3j3iHDuqq0ScQrdbivUPVH-Xpmis |
| link.rule.ids | 315,783,787,27936,27937 |
| linkProvider | Elsevier |
| 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=A+new+strategy+for+the+synthesis+of+aryl-+and+heteroaryl-substituted+exocyclic+olefins+from+allyl+alcohols+using+PBr3&rft.jtitle=Tetrahedron+letters&rft.au=Shagufta&rft.au=Parai%2C+Maloy+Kumar&rft.au=Panda%2C+Gautam&rft.date=2005-12-19&rft.issn=0040-4039&rft.volume=46&rft.issue=51&rft.spage=8849&rft.epage=8852&rft_id=info:doi/10.1016%2Fj.tetlet.2005.10.081&rft.externalDBID=n%2Fa&rft.externalDocID=10_1016_j_tetlet_2005_10_081 |
| 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 |