Divergent Regioselectivity in the Synthesis of Trisubstituted Allylic Alcohols by Nickel- and Ruthenium-Catalyzed Alkyne Hydrohydroxymethylation with Formaldehyde

被引：50

作者：

Bausch, Cory C. ^{[1
,2
]}

Patman, Ryan L. ^{[3
]}

Breit, Bernhard ^{[1
,2
]}

Krische, Michael J. ^{[1
,3
]}

机构：

[1] Univ Freiburg, Freiburg Inst Adv Studies FRIAS, D-79104 Freiburg, Germany

[2] Univ Freiburg, Inst Organ Chem & Biochem, D-79104 Freiburg, Germany

[3] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 25期

基金：

美国国家科学基金会;

关键词：

hydrohydroxymethylation; nickel; paraformaldehyde; reductive coupling; ruthenium; BOND-FORMING HYDROGENATION; CONJUGATED DIENES; GRIGNARD-REAGENTS; ASYMMETRIC HYDROFORMYLATION; SELECTIVE HYDROFORMYLATION; STEREOSELECTIVE-SYNTHESIS; ORGANOMAGNESIUM COMPOUNDS; REDUCTIVE CYCLIZATION; CARBONYL ADDITION; CONVENIENT METHOD;

D O I：

10.1002/anie.201101496

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Stoichiometric metals banned: Nonsymmetrically disubstituted alkynes were converted into primary trisubstituted allylic alcohols upon exposure to paraformaldehyde in the presence of nickel or ruthenium catalysts, which exhibit complementary regioselectivity and complete stereoselectivity in the absence of exogenous reducing agents (see scheme). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5686 / 5689

页数：4

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