Grignard reagents:: Alkoxide-directed iodine-magnesium exchange at Sp3 Centers

被引：25

作者：

Fleming, Fraser F. ^{[1
]}

Gudipati, Subrahmanyarn

Vu, Viet Anh

Mycka, Robert J.

Knochel, Paul

机构：

[1] Duquesne Univ, Dept Chem & Biochem, Pittsburgh, PA 15282 USA

[2] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 22期

关键词：

D O I：

10.1021/ol701947y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Sequential addition of i-PrMgCl and BuLi to Sp(3) hybridized iodoalcohols triggers a facile iodine-metal exchange. Intercepting the resulting cyclic Grignard reagents with a slight excess of an electrophile leads to a diverse range of substituted alcohols. The iodine-magnesium exchange strategy is effective with 3-carbon iodoalcohols bearing alkyl substitutents on the carbinol or adjacent carbons and with the chainextended homolog 4-iodobutan-1-ol.

引用

页码：4507 / 4509

页数：3

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