Selective addition of Grignard reagents to 2,3-O-isopropylidene bis-Weinreb tartaric acid amide

被引：37

作者：

McNulty, J ^{[1
]}

Grunner, V ^{[1
]}

Mao, J ^{[1
]}

机构：

[1] Brock Univ, Dept Chem, Inst Mol Catalysis, St Catharines, ON L2S 3A1, Canada

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 33期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(01)01085-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Controlled addition of Grignard reagents to tartaric acid derived bis-Weinreb amide 3 provides a facile, direct entry to desymmetrized 1,4-functionalized-syn-2.3-diol intermediates 4 and to C-2-symmetrical 1,4-diketones 5. The synthetic versatility of this method is exemplified by short syntheses of the natural plant growth regulator 10 and the synthetically valuable cyclooctene derivative 13. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：5609 / 5612

页数：4

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