Synthesis and Catalytic Activities of (S)-1-formylpyrrolidine-2-carboxylic Acid Derivatives for the Enantioselective Reductions of Both a Ketone and a Ketimine-Reference-Cited by-同舟云学术

Synthesis and Catalytic Activities of (S)-1-formylpyrrolidine-2-carboxylic Acid Derivatives for the Enantioselective Reductions of Both a Ketone and a Ketimine

Published:2008-05 Issue:5 Volume:2008 Page:266-269
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Chen Zhenfei¹,Zhang Anjiang¹²,Zhang Lixue¹,Zhang Jing¹,Lei Xinxiang¹

Affiliation:

1. College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325027, P. R. China

2. Ningbo Institute of Material Technology and Engineering, Chinese Academy of Sciences, Ningbo 315201, P. R. China

Abstract

A series of ( S)-1-formylpyrrolidine-2-carboxylic acid derivatives (6a–t) have been synthesised and examined as chiral organocatalysts in the asymmetric reduction of both ketone 2 and ketimine 3. These organic activators afforded good to moderate enantioselectivities in the asymmetric reductions of both the ketone and the ketimine. Among them, organic activator 6h displayed the best efficiency, affording a 84% yield and 41% ee in the reduction of the ketone and 75% yield and 52% ee in the reduction of the ketimine.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823408X318433

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4. ChemInform Abstract: Synthesis and Catalytic Activities of (S)-1-Formylpyrrolidine-2-carboxylic Acid Derivatives for the Enantioselective Reductions of Both a Ketone and a Ketimine.;ChemInform;2008-11-11