Diastereodivergency in the reactions of 3-metallated-2-methylbutanamide

被引：9

作者：

Asaoka, M

Tanaka, M

Houkawa, T

Ueda, T

Sakami, S

Takei, H

机构：

[1] Japan Womens Univ, Fac Sci, Dept Chem & Biol Sci, Bunkyo Ku, Tokyo 112, Japan

[2] Tokyo Inst Technol, Interdisciplinary Grad Sch Sci & Engn, Midori Ku, Yokohama, Kanagawa 226, Japan

来源：

TETRAHEDRON | 1998年 / 54卷 / 3-4期

关键词：

D O I：

10.1016/S0040-4020(97)10292-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diastereocontrolled reactions with 3-iodozinc-2-methylbutanamide were examined. When the iodozinc reagent was reacted with aromatic and alpha,beta-unsaturated aldehydes in the presence of iodotrimethylsilane, C2-C3 anti-derivatives were obtained almost exclusively. Whereas, after transmetallation to Ti(IV), the reaction with aldehydes gave C2-C3 syn-derivatives exclusively. Acylation of the zinc reagent with acid chlorides in the presence of Pd(O) catalyst gave C2-C3 syn-derivatives. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：471 / 486

页数：16

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