STEREOSELECTIVE SYNTHESIS OF A SYNTHON FOR THE NATURAL ELECTRON-TRANSFER INHIBITORS MYXALAMIDE-D AND PIERICIDIN-A

被引：7

作者：

COX, CM ^{[1
]}

WHITING, DA ^{[1
]}

机构：

[1] UNIV NOTTINGHAM, DEPT CHEM, NOTTINGHAM NG7 2RD, ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 03期

关键词：

D O I：

10.1039/p19910000660

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The trimethylsilyl enolate 5 of (1'R,2'S)-N-methylephedrine propionate was condensed with tiglic aldehyde to afford the (1'R,2'S,2S,3R)-ester 6 with high stereoselectivity; conversion into the aldehyde 8 was effected without epimerisation, and the sequence 8 --> 9 --> 11 --> 12 --> 13 afforded in 84% e.e. the (+)-(4R,5R,2E,6E)-sulphone 13, a synthon for the electron-transport inhibitors myxalamide D 1 and piericidin A 3, as well as the actinopyrones 4.

引用

页码：660 / 662

页数：3

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