NEW ENTRY TO A CIS-FUSED BICYCLIC RING-SYSTEM BY A [2,3]SIGMATROPIC REARRANGEMENT VIA CYCLIC ALLYLSULFONIUM YLIDES - SYNTHESIS OF THE CIS-2-OXA-9-VINYLDECALIN SKELETON

被引：10

作者：

KIDO, F

ABIKO, T

KATO, M

机构：

[1] Institute for Chemical Reaction Science, Tohoku University, Aoba-ku

[2] Tsuruoka National College of Technology, Inooka

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 23期

关键词：

D O I：

10.1039/p19950002989

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rhodium(II) acetate-catalysed cyclisation of methyl 2-diazo-5-[2-methoxy-5-(2-phenylsulfanyl-ethyliciene)tetrahydro-2H-pyran-4-yl]-3-oxopentanoate 4 proceeded in a stereoselective fashion to provide in a high yield cis-2-oxa-9-vinyldecalin derivative 5, the basic AB ring skeleton of vernolepin, by a [2,3]sigmatropic rearrangement via a nine-membered cyclic allyl sulfonium ylide.

引用

页码：2989 / 2994

页数：6

共 26 条

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