Catalytic Asymmetric Addition of Organolithium Reagents to Aldehydes

被引：14

作者：

Veguillas, Marcos ^{[1
]}

Sola, Ricard ^{[1
]}

Shaw, Luke ^{[1
]}

Macia, Beatriz ^{[1
]}

机构：

[1] Manchester Metropolitan Univ, Div Chem & Environm Sci, Oxford Rd, Manchester M1 5GD, Lancs, England

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 09期

基金：

英国工程与自然科学研究理事会;

关键词：

Organolithium reagents; Titanium; Ar-BINMOL; Aldehydes; Enantioselective catalysis; ENANTIOSELECTIVE ADDITION; GRIGNARD-REAGENTS; ORGANOMETALLIC REAGENTS; DIORGANOZINC REAGENTS; STEREOGENIC CENTERS; SECONDARY ALCOHOLS; ARYL; TITANIUM; KETONES; HYDROGENATION;

D O I：

10.1002/ejoc.201600104

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we report an efficient catalytic system for the titanium-promoted enantioselective addition of organolithium reagents to aldehydes, based on chiral Ar-BINMOL ligands. Unprecedented yields and enantioselectivities are achieved in the alkylation reactions of aliphatic aldehydes. Remarkably, methyllithium can be added to a wide variety of aromatic and aliphatic aldehydes, providing versatile chiral methyl carbinol units in a simple one-pot procedure under mild conditions and in very short reaction times.

引用

页码：1788 / 1794

页数：7

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