Diastereoselective mukaiyama and free radical processes for the synthesis of polypropionate units

被引：16

作者：

Guindon, Y

Brazeau, JF

机构：

[1] Inst Rech Clin Montreal, Bioorgan Chem Lab, Montreal, PQ H2W 1R7, Canada

[2] Univ Montreal, Dept Chem, Montreal, PQ H3A 3J7, Canada

[3] Univ Montreal, Dept Pharmacol, Montreal, PQ H3A 3J7, Canada

[4] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 15期

关键词：

D O I：

10.1021/ol049086h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reported herein is the synthesis of 8 out of 16 polypropionates derived from our propionate units. A new strategy involving a stereoselective Mukaiyama aldol reaction followed by a stereoselective free-radical-based hydrogen transfer, both under Lewis acid control, is used. Of particular interest is the remarkable reactivity of (i-PrO)TiCl3 in this context to give only the 3,4-anti bromoesters.

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页码：2599 / 2602

页数：4

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