ASYMMETRIC ALDOL REACTIONS USING CHIRAL BORON REAGENTS - APPLICATION TO THE SYNTHESIS OF TIRANDAMYCIN-A

被引：38

作者：

PATERSON, I

LISTER, MA

RYAN, GR

机构：

[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(00)74320-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The bicyclic acetal 1, a key intermediate in previous synthetic studies on tirandamycin A, has been prepared in enantiomerically pure form starting from the (R)-ethylketone 2 and the aldehyde 3. A reagent controlled aldol reaction using (-)-(Ipc)2BOTf selectively gave the 1,2-syn-2,4-syn adduct 4, which was subsequently converted into 1 via the 1,3-anti diol 5.

引用

页码：1749 / 1752

页数：4

共 27 条

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