Synthetic approaches to Rapamycin: Synthesis of a C10-C26 fragment via a one-pot Julia olefination reaction

被引：0

作者：

Bellingham, R ^{[1
]}

Jarowicki, K ^{[1
]}

Kocienski, P ^{[1
]}

Martin, V ^{[1
]}

机构：

[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO17 1BJ,HANTS,ENGLAND

来源：

SYNTHESIS-STUTTGART | 1996年 / 02期

关键词：

Rapamycin; immunosuppressant; ketenedithioacetal; triene 1,4-asymmetric induction; Julia olefination;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Keys steps in a synthesis of the C10-C26 fragment of the immunosuppressant Rapamycin include (a) the use of a metallated benzothiazolyl sulfone in a one-pot Julia olefination to create the C21-C22 alkene stereoselectively and (b) a diastereoselective acid-catalysed cyclisation of a hydroxyl function onto a ketenedithioacetal (1,4-asymmetric induction) in order to create the oxane ring and fix the stereochemistry at C11.

引用

页码：285 / &

页数：13

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