A route to 1,2-diols by enantioselective organocatalytic α-oxidation with molecular oxygen

被引：58

作者：

Ibrahem, Ismail ^{[1
]}

Zhao, Gui-Ling ^{[1
]}

Sunden, Henrik ^{[1
]}

Cordova, Armando ^{[1
]}

机构：

[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 27期

基金：

瑞典研究理事会;

关键词：

D O I：

10.1016/j.tetlet.2006.04.133

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A route to 1,2-diols by the direct organocatalytic enantioselective alpha-oxidation of aldehydes using molecular oxygen is presented. Protected commercially available chiral pyrrolidines catalyze the asymmetric alpha-oxidation of aldehydes with singlet molecular oxygen with high enantioselectivity to furnish the corresponding diols after in situ reduction in high yield with up to 98% ee. Electrophilic singlet molecular oxygen was photo or chemically generated ('dark' O-1(2)). (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：4659 / 4663

页数：5

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