Enantioselective hydrogenation of α-aminomethylacrylates containing a free N-H group for the synthesis of β-amino acid derivatives

被引：34

作者：

Qiu, Liqin

Prashad, Mahavir ^{[3
]}

Hu, Bin

Prasad, Kapa

Repic, Oljan

Blacklock, Thomas J.

Kwong, Fuk Yee

Kok, Stanton H. L.

Lee, Hang Wai

Chan, Albert S. C.

机构：

[1] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Kowloon, Hong Kong, Peoples R China

[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

[3] Nova Pharmaceut Corp, Proc Res & Dev Chem & Analyt Dev, E Hanover, NJ 07936 USA

来源：

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA | 2007年 / 104卷 / 43期

关键词：

asymmetric catalysis; Baylis-Hillman reaction;

D O I：

10.1073/pnas.0704461104

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

We describe highly enantioselective synthesis of beta-amino acid derivatives (1a-c) using asymmetric hydrogenation of alpha-aminomethylacrylates (2a-c), which contain a free basic N-H group, as the key step. The alpha-aminomethylacrylates (2a-c) were prepared using the Baylis-Hillman reaction of an appropriate alclehyde with methyl acrylate followed by acetylation of the resulting allylic alcohols (4a-b) and S(N)2'-type amination of the allylic acetates (3a-b).

引用

页码：16787 / 16792

页数：6

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