Enantioselective Synthesis of syn/anti-1,3-Amino Alcohols via Proline-Catalyzed Sequential α-Aminoxylation/α-Amination and Horner-Wadsworth-Emmons Olefination of Aldehydes

被引：49

作者：

Jha, Vishwajeet ^{[1
]}

Kondekar, Nagendra B. ^{[1
]}

Kumar, Pradeep ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 12期

关键词：

ASYMMETRIC ALDOL REACTIONS; BOND-FORMING REACTIONS; BETA-AMINO KETONES; 1,3-AMINO ALCOHOLS; STEREOSELECTIVE SYNTHESIS; 1,3-ASYMMETRIC INDUCTION; EFFICIENT APPROACH; REDUCTION; ORGANOCATALYSIS; DERIVATIVES;

D O I：

10.1021/ol100856u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and general method for asymmetric synthesis of both syn/anti-1,3-amino alcohols is described. The method uses proline-catalyzed sequential alpha-aminoxylation/alpha-amination and Horner-Wadsworth-Emmons (HWE) olefination of aldehydes as the key step. By using this method, a short synthesis of a bioactive molecule, (R)-1-((S)-1-methylpyrrolidin-2-yl)-5-phenylpentan-2-ol, is also accomplished.

引用

页码：2762 / 2765

页数：4

共 55 条

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