STUDIES TOWARDS THE TOTAL SYNTHESIS OF RAPAMYCIN - A CONVERGENT AND STEREOSELECTIVE SYNTHESIS OF THE C22-C32 CARBON FRAMEWORK

被引：49

作者：

ANDERSON, JC

LEY, SV

MARSDEN, SP

机构：

[1] UNIV CAMBRIDGE,DEPT CHEM,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND

[2] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(00)73057-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent synthesis of the C22-C32 portion of rapamycin has been achieved by way of a Nozaki-Kishi coupling of vinyl iodide 14 with aldehyde 13. This aldehyde is available by the stereoselective addition of organometallic reagents to aldehyde 5, synthesised by either of two selenium mediated electrophilic cyclisations. Optically active starting materials for this synthesis are prepared by an enzymatic acylation of meso-diol 6.

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页码：2087 / 2090

页数：4

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