A novel one-pot synthesis of cyclopropanols based on the reaction of magnesium carbenoids with lithium enolate of ketones

被引：10

作者：

Kashiwamura, Gaku ^{[1
]}

Kimura, Tsutomu ^{[1
]}

Satoh, Tsuyoshi ^{[1
]}

机构：

[1] Tokyo Univ Sci, Grad Sch Chem Sci & Technol, Shinjuku Ku, Tokyo 1620826, Japan

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 20期

关键词：

Cyclopropane; Cyclopropanol; Magnesium carbenoid; Lithium enolate; One-pot synthesis; 1-CHLOROALKYL PHENYL SULFOXIDES; 1,3-CH INSERTION; ALKYLIDENE CARBENOIDS; NATURAL-PRODUCTS; RING-EXPANSION; 1ST EXAMPLE; CHEMISTRY; DERIVATIVES; CARBON;

D O I：

10.1016/j.tetlet.2013.03.025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of magnesium carbenoids with lithium enolate of ketones resulted in the formation of cyclopropanols in moderate to good yields. These reactive species (i.e., magnesium carbenoids and lithium enolate of ketones) were generated from 1-chloroalkyl p-tolyl sulfoxides with i-PrMgCl and ketones with LDA in the reaction medium at -78 degrees C in a one-pot reaction. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：2533 / 2535

页数：3

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