Enantiodivergent synthesis of both enantiomers of the macrocyclic lactone lasiodiplodin

被引：38

作者：

Bracher, F

Schulte, B

机构：

[1] Institut für Pharmazeutische Chemie, Technische Universität Braunschweig, 38106 Braunschweig

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 21期

关键词：

D O I：

10.1039/p19960002619

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward approach to both enantiomers of lasiodiplodin 1 is described utilizing (S)-2-(2-hydroxypropyl)-1,3-dithiane 3 as a chiral building block. The key step is a Pd-0-catalysed cross coupling of an arene trifluoromethanesulfonate with a 9-alkyl-9-borabicyclo[3,3,1]nonane derivative. The two enantiomers 1 and ent-1 have been obtained in an enantiodivergent manner by macrolactonization of the hydroxy acid 10 with either Gerlach's modification of the Corey lactonization or a Mitsunobu lactonization.

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页码：2619 / 2622

页数：4

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