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Title: A comprehensive study on the effect of acid additives in 1(R),2(R)-Bis[(S)-prolinamido]cyclohexane catalyzed direct asymmetric aldol reactions in aqueous media
Authors: Bhowmick, Sudipto
Kunte, Sunita S
Bhowmick, Kartick C
Keywords: Asymmetric synthesis;Direct aldol reaction;Organocatalysis;Acid additives;Aqueous media
Issue Date: Jan-2015
Publisher: NISCAIR-CSIR, India
Abstract: The catalytic efficacy of (1R,2R)-bis[(S)-prolinamido]cyclohexane 1, prepared from the readily available natural amino acid -proline has been studied for the direct asymmetric aldol reaction of cyclohexanone with substituted benzaldehydes at room temperature in presence of various acid additives. A wide variety of acids e.g. aliphatic fatty acid, chiral acid, sulphonic acid, aromatic acid, etc. have been used as additive for the aldol reaction in aqueous media. A loading of 10 mol% of catalyst 1 is employed in this reaction, and good yields (up to 98% yield), diastereoselectivity (up to 96% de) and enantioselectivities (up to 87% ee) can be achieved in aqueous media within very short reaction time (1-4 hours).
Page(s): 84-92
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.54B(01) [January 2015]

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