PALLADIUM-CATALYZED ENE-TYPE CYCLIZATIONS OF TERPENOID 1,6-ENYNES

被引：8

作者：

KNIERZINGER, A

GRIEDER, A

SCHONHOLZER, P

机构：

[1] Zentrale Forschungseinheiten, F. Hoffmann‐La Roche AG, Basel

来源：

HELVETICA CHIMICA ACTA | 1991年 / 74卷 / 03期

关键词：

D O I：

10.1002/hlca.19910740308

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium-catalyzed ene-type cyclizations of 1,6-enynes 2 yield methylidene-cyclopentane derivatives 3. Removal of protecting groups from 3 furnishes the diols 4 and 5, whose configurations were established by a combination of X-ray and H-1-NMR techniques. The predominant formation of isomers 4 is discussed in the context of two alternative hypothetical mechanisms previously proposed for this type of cyclization.

引用

页码：517 / 530

页数：14

共 23 条

[1] PROSTAGLANDINS, H-2-RECEPTOR ANTAGONISTS AND PEPTIC-ULCER DISEASE
BRIGHTASARE, P
HABTE, T
YIRGOU, B
BENJAMIN, J
[J]. DRUGS, 1988, 35 : 1 - 9
[2] SYNTHESIS AND C-13 NUCLEAR MAGNETIC-RESONANCE SPECTRA OF ALL-TRANS-GERANYLGERANIOL AND ITS NOR ANALOGS
COATES, RM
LEY, DA
CAVENDER, PL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (26) : 4915 - 4922
[3] DEVELOPMENT AND THERAPEUTIC ROLE OF SYNTHETIC PROSTAGLANDINS IN PEPTIC-ULCER DISEASE
COLLINS, PW
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (04) : 437 - 443
[4] FISCHLI A, 1988, Patent No. 260551
[5] GRIGORYEVA NY, 1989, KHIM FARM ZH+, V23, P144
[6] HAWKEY CJ, 1989, METHOD FIND EXP CLIN, V11, P45
[7] CEMBRANOLIDE TOTAL SYNTHESIS - MACROCYCLIZATION OF (ALPHA-ALKOXYALLYL)STANNANE ACETYLENIC ALDEHYDES AS A ROUTE TO CEMBRANE LACTONES
MARSHALL, JA
CROOKS, SL
DEHOFF, BS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) : 1616 - 1623
[8] MATSUMOTO S, 1986, Patent No. 194901
[9] MUTO Y, 1989, Patent No. 1066115
[10] PROSTACYCLIN-ANALOGS
NICKOLSON, RC
TOWN, MH
VORBRUGGEN, H
[J]. MEDICINAL RESEARCH REVIEWS, 1985, 5 (01) : 1 - 53

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