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A Chiral Solvent Effect in Asymmetric Organocatalysis

Lookup NU author(s): Professor Michael North, Dr Pedro Villuendas

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Abstract

Proline-catalyzed aldol reactions between enolizable ketones and aromatic aldehydes can be carried out in propylene carbonate. When enantiomerically pure propylene carbonate is used, the combination of (R)-proline and (R)-propylene carbonate constitutes a matched pair, while (S)-proline and (R)-propylene carbonate constitutes a mismatched pair.

Publication metadata

Author(s): North M, Villuendas P

Publication type: Article

Publication status: Published

Journal: Organic Letters

Year: 2010

Volume: 12

Issue: 10

Pages: 2378-2381

Print publication date: 16/04/2010

Date deposited: 22/06/2010

ISSN (print): 1523-7060

ISSN (electronic): 1523-7052

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/ol1007313

DOI: 10.1021/ol1007313

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