Stereoselective carbon-carbon bond formation via the mitsunobu displacement of chiral secondary benzylic alcohols

被引：50

作者：

Hillier, MC ^{[1
]}

Desrosiers, JN ^{[1
]}

Marcoux, JF ^{[1
]}

Grabowski, EJJ ^{[1
]}

机构：

[1] Merck & Co Inc, Dept Proc Res, Rahway, NJ 07065 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 04期

关键词：

D O I：

10.1021/ol036380l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselective displacement of a variety of chiral benzylic alcohols with triethylmethanetricarboxylate (TEMT) under Mitsunobu conditions (DEAD, PMe3) has been demonstrated to proceed in good yield (70-94%) and with a high degree of inversion. Subsequent saponification and decarboxylation of the products thus obtained provide chiral 3-aryl-3-substituted propanoic acids without racemization.

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收藏

页码：573 / 576

页数：4

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