Synthetic Studies of Laurencin and Related Compounds. V. Transformation of cis -2-Ethyl-8-formyl-3,4,7,8-dihydro-2 H -oxocin-3-one 3-Ethylene Acetal into (±)-Laurencin

Abstract Transformation of the title starting material into (±)-laurencin, which implies synthesis of the natural product, is described. The structure and configuration of synthetic intermediates are defined on the basis of the spectral evidence.

Saved in:
Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 52; no. 1; pp. 135 - 141
Main Authors Masamune, Tadashi, Murase, Hisashi, Matsue, Hajime, Murai, Akio
Format Journal Article
LanguageEnglish
Published 01.01.1979
Online AccessGet full text

Cover

Loading…
Abstract Abstract Transformation of the title starting material into (±)-laurencin, which implies synthesis of the natural product, is described. The structure and configuration of synthetic intermediates are defined on the basis of the spectral evidence.
AbstractList Abstract Transformation of the title starting material into (±)-laurencin, which implies synthesis of the natural product, is described. The structure and configuration of synthetic intermediates are defined on the basis of the spectral evidence.
Author Matsue, Hajime
Murase, Hisashi
Masamune, Tadashi
Murai, Akio
Author_xml – sequence: 1
  givenname: Tadashi
  surname: Masamune
  fullname: Masamune, Tadashi
– sequence: 2
  givenname: Hisashi
  surname: Murase
  fullname: Murase, Hisashi
– sequence: 3
  givenname: Hajime
  surname: Matsue
  fullname: Matsue, Hajime
– sequence: 4
  givenname: Akio
  surname: Murai
  fullname: Murai, Akio
BookMark eNo9kM1Kw0AUhQdRsK2ufIFZKnZi5i-ZLEupVigItrgNk5kbOqWdKZkUzBu59RV8MhMqru65XM7h3G-MLn3wgNAdTRPKRPZUmbhLJEsolxdoRLlQJM24uESjNE0LwrKcX6NxjLt-VVIUI_S17ny7hdYZvG5P1kHEocYrfWrAG-ex9ha_w163YPE8HI7h5G1M8EeCN432sQ7NQbcu-MFlXMSEkUW77fZEkeHWCz4V03yqiHXbzjaBMLzEJHyGPp1w0vfH_GyBXs4MtHqPnW8Dvv_5fiD_TW7QVa33EW7_5gRtnheb-ZKs3l5e57MVMbmShIGRxlpTKyrq_nNWA6cqV4YCcFmAUCqHLE25paLIclPIqlJMCE4rpRkoPkGP51jThBgbqMtj4w666UqalgPjcmBcSlb2jPkvmbxxNw
CitedBy_id crossref_primary_10_1016_0040_4020_94_00959_X
crossref_primary_10_1016_S0040_4039_00_74256_0
crossref_primary_10_1002_hlca_19920750127
crossref_primary_10_1002_hlca_19920750128
crossref_primary_10_1007_BF00629844
crossref_primary_10_1021_cr9002215
crossref_primary_10_1016_S0040_4020_01_85577_0
crossref_primary_10_1021_ja9709132
crossref_primary_10_1021_ja970914u
crossref_primary_10_1002_ejoc_201301042
crossref_primary_10_1039_D0SC04120C
crossref_primary_10_1016_S0040_4039_01_90034_6
crossref_primary_10_1021_ja2069449
crossref_primary_10_1016_S0040_4020_01_85784_7
crossref_primary_10_1016_S0040_4039_00_80490_6
crossref_primary_10_1246_cl_1990_761
crossref_primary_10_1016_j_tet_2004_05_045
crossref_primary_10_1016_j_tetlet_2004_09_160
crossref_primary_10_1016_j_tetlet_2005_08_024
crossref_primary_10_1002_chin_197916369
crossref_primary_10_1021_jo301580c
crossref_primary_10_1021_jacs_9b07438
Cites_doi 10.1021/jo01265a059
10.1021/jo00890a018
10.1021/jo00801a033
10.1021/ja01084a034
10.1021/jo01265a060
10.1021/ja01477a015
10.1139/v68-017
10.1246/bcsj.52.127
10.1016/0040-4020(77)88001-0
10.1246/bcsj.48.2294
10.1021/ja00897a008
10.1016/0040-4020(68)88180-3
ContentType Journal Article
DBID AAYXX
CITATION
DOI 10.1246/bcsj.52.135
DatabaseName CrossRef
DatabaseTitle CrossRef
DatabaseTitleList CrossRef
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1348-0634
EndPage 141
ExternalDocumentID 10_1246_bcsj_52_135
GroupedDBID -~X
0R~
23N
2WC
53G
5GY
6J9
6TJ
AAYXX
ABEFU
ABTAH
ACCUC
ACGFO
ACIWK
ACNCT
ACZBC
AENEX
AFFNX
AGMDO
AI.
AIDUJ
ALMA_UNASSIGNED_HOLDINGS
BCRHZ
CITATION
CS3
DU5
EBS
EDMOH
EJD
F20
F5P
G8K
GX1
JSI
KOP
OHT
OK1
P2P
RAD
ROX
SC5
TKC
TN5
TWZ
UPT
VH1
WH7
ZE2
ZY4
~02
ID FETCH-LOGICAL-c785-2ec5cddcf814f6342fe31878c1ee359e4887e6003d14967c95bb824431b8a2e83
ISSN 0009-2673
IngestDate Thu Sep 26 19:19:55 EDT 2024
IsPeerReviewed true
IsScholarly true
Issue 1
Language English
LinkModel OpenURL
MergedId FETCHMERGED-LOGICAL-c785-2ec5cddcf814f6342fe31878c1ee359e4887e6003d14967c95bb824431b8a2e83
PageCount 7
ParticipantIDs crossref_primary_10_1246_bcsj_52_135
PublicationCentury 1900
PublicationDate 1979-01-01
PublicationDateYYYYMMDD 1979-01-01
PublicationDate_xml – month: 01
  year: 1979
  text: 1979-01-01
  day: 01
PublicationDecade 1970
PublicationTitle Bulletin of the Chemical Society of Japan
PublicationYear 1979
References 2024011711572756900_r9
2024011711572756900_r6
2024011711572756900_r5
2024011711572756900_r8
2024011711572756900_r7
2024011711572756900_r2
2024011711572756900_r30
2024011711572756900_r1
2024011711572756900_r4
2024011711572756900_r3
2024011711572756900_r12
2024011711572756900_r13
2024011711572756900_r10
2024011711572756900_r11
2024011711572756900_r27
2024011711572756900_r28
2024011711572756900_r25
2024011711572756900_r26
2024011711572756900_r29
2024011711572756900_r20
2024011711572756900_r23
2024011711572756900_r24
2024011711572756900_r21
2024011711572756900_r22
2024011711572756900_r16
2024011711572756900_r17
2024011711572756900_r14
2024011711572756900_r15
2024011711572756900_r18
2024011711572756900_r19
References_xml – ident: 2024011711572756900_r18
– ident: 2024011711572756900_r20
– ident: 2024011711572756900_r3
– ident: 2024011711572756900_r28
– ident: 2024011711572756900_r7
– ident: 2024011711572756900_r9
– ident: 2024011711572756900_r29
– ident: 2024011711572756900_r10
– ident: 2024011711572756900_r25
  doi: 10.1021/jo01265a059
– ident: 2024011711572756900_r12
– ident: 2024011711572756900_r14
– ident: 2024011711572756900_r19
– ident: 2024011711572756900_r24
  doi: 10.1021/jo00890a018
– ident: 2024011711572756900_r17
– ident: 2024011711572756900_r21
– ident: 2024011711572756900_r22
  doi: 10.1021/jo00801a033
– ident: 2024011711572756900_r23
  doi: 10.1021/ja01084a034
– ident: 2024011711572756900_r26
  doi: 10.1021/jo01265a060
– ident: 2024011711572756900_r16
  doi: 10.1021/ja01477a015
– ident: 2024011711572756900_r4
– ident: 2024011711572756900_r30
  doi: 10.1139/v68-017
– ident: 2024011711572756900_r1
  doi: 10.1246/bcsj.52.127
– ident: 2024011711572756900_r5
  doi: 10.1016/0040-4020(77)88001-0
– ident: 2024011711572756900_r8
– ident: 2024011711572756900_r27
– ident: 2024011711572756900_r6
  doi: 10.1246/bcsj.48.2294
– ident: 2024011711572756900_r11
– ident: 2024011711572756900_r15
  doi: 10.1021/ja00897a008
– ident: 2024011711572756900_r2
  doi: 10.1016/0040-4020(68)88180-3
– ident: 2024011711572756900_r13
SSID ssj0008549
Score 1.253361
Snippet Abstract Transformation of the title starting material into (±)-laurencin, which implies synthesis of the natural product, is described. The structure and...
SourceID crossref
SourceType Aggregation Database
StartPage 135
Title Synthetic Studies of Laurencin and Related Compounds. V. Transformation of cis -2-Ethyl-8-formyl-3,4,7,8-dihydro-2 H -oxocin-3-one 3-Ethylene Acetal into (±)-Laurencin
Volume 52
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
link http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3LjtMwFLXKsIAN4ine8mJGAqUOiZ3EzrJUA9FIw4Yy6i5yHEdkmGnRJJUYvogtv8AP8Qtcx3mV6WJgkSiye9O09_T6-PY-ENqXnvJzKSMCYGDGW0VJlmecFIoWnHsy95p2QMcfouRTcLQMl5PJ71HU0qbOXPV9Z17J_2gVxkCvJkv2HzTb3xQG4Br0C2fQMJyvpeOPlyvgb6bkahsOaD3-G5PBV67a3MMzaUil-d2bDkqV65y4tqR5n7fYhJaXlUMoOQS9nRFBzBxcMNBAAAeHQ5C8_HyZX6wJdRKHrL-BWleEkTXQVGYFwW46M6XrppAHkFpgrwdzevAWrGVM-ufa-h-5rf7dhSr09Qu6aFIYP4L1vIfwsazk-ca6YRcyN62gRpiRtk1kUlZbE7IGcDUT8rQ812OBJphh9sVGo1n3hx_zeOT-6Ex6TGhk-6G42lpxFggC3CsYm_mQXoGztdm-rZfSLv--rcN1ZWWhTUnlTFWnbkjdXmZcv_uvdbWPdjT7LBBPjXAa0hSEb6CbFCyjMcnvl0NMkgi7_Zr9TG1CKQi_Gb3ziEKNuNDiLrrTbmLwzCLyHpro1X10a971DnyAfvTIxC0y8brAPQIwIBO3yMQDMvGJi7eRaaQAmXgHMqfBlE9HmMQJ3sIkHjCJLSaxwSR-9evn6wGLD9Hi3eFinpC2JwhRXISEahWqPFeF8IMCFEwL48PnQvlaszDWsBxxDRye5bDzj7iKwywTwGCZnwlJtWCP0N4KnuExwqrwmCqohEUuCIRmsRKR8rRv-qlKIOlP0H73LadfbeWXdIcmn17vZc_Q7QG9z9FefbHRL4DO1tnLBgJ_ALKpn5g
link.rule.ids 315,783,787,27936,27937
linkProvider Geneva Foundation for Medical Education and Research
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=Synthetic+Studies+of+Laurencin+and+Related+Compounds.+V.+Transformation+of+cis+-2-Ethyl-8-formyl-3%2C4%2C7%2C8-dihydro-2+H+-oxocin-3-one+3-Ethylene+Acetal+into+%28%C2%B1%29-Laurencin&rft.jtitle=Bulletin+of+the+Chemical+Society+of+Japan&rft.au=Masamune%2C+Tadashi&rft.au=Murase%2C+Hisashi&rft.au=Matsue%2C+Hajime&rft.au=Murai%2C+Akio&rft.date=1979-01-01&rft.issn=0009-2673&rft.eissn=1348-0634&rft.volume=52&rft.issue=1&rft.spage=135&rft.epage=141&rft_id=info:doi/10.1246%2Fbcsj.52.135&rft.externalDBID=n%2Fa&rft.externalDocID=10_1246_bcsj_52_135
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0009-2673&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0009-2673&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0009-2673&client=summon