Proline-beta(3)-amino-ester dipeptides as efficient catalysts for enantioselective direct aldol reaction in aqueous medium

The Journal of Organic Chemistry
Mauro De NiscoRomualdo Caputo

Abstract

Dipeptides obtained from l-proline and beta(3)-l-amino acids are reported to catalyze enantioselective direct aldol reaction in aqueous medium, leading to significant anti:syn diastereomeric ratios and enantiomeric excesses. The simple introduction of a polar substituent at the C-2 position of the beta(3)-l-amino acid was also found to enhance appreciably both diastereo- and enantioselectivity of the catalyst.

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Citations

May 21, 2010·Chemical Communications : Chem Comm·Laurence BurroughsPaul A Clarke
Jul 10, 2010·Organic & Biomolecular Chemistry·Nobuyuki Mase, Carlos F Barbas
Feb 15, 2012·Organic & Biomolecular Chemistry·Tsuyoshi MiuraAkichika Itoh
Jan 17, 2012·Organic & Biomolecular Chemistry·Laurence BurroughsMyriam Zbytniewski

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