Rhodium-Catalyzed Reaction of 1-Alkenylboronates with Aldehydes Leading to Allylation Products

被引：37

作者：

Shimizu, Hiroshi ^{[1
]}

Igarashi, Tomohiro ^{[1
]}

Miura, Tomoya ^{[1
]}

Murakami, Masahiro ^{[1
]}

机构：

[1] Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 48期

关键词：

aldehydes; allylation; diastereoselectivity; isomerization; rhodium; FUNCTIONALIZED HOMOALLYLIC ALCOHOLS; STEREOSELECTIVE PREPARATION; REAGENTS; ESTERS; HYDROBORATION; ISOMERIZATION; KETONES; BORON; ALLYLBORATION; PINACOL;

D O I：

10.1002/anie.201105148

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthetic equivalents: 1-Alkenylboronates perform the role of an allylating reagent. Their reaction with aldehydes in the presence of a cationic rhodium(I)/dppm catalyst results in a highly diastereoselective production of anti-configured homoallylic alcohols (see scheme; Bpin=4,4,5,5-tetramethyl-1,3, 2-dioxaborolanyl). © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：11465 / 11469

页数：5

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