TY - JOUR T1 - 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 JF - Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry Y1 - 2015 A1 - Bhowmick, Sudipto A1 - Kunte, Sunita S. A1 - Bhowmick, Kartick C. KW - acid additives KW - aqueous media KW - Asymmetric synthesis KW - direct aldol reaction KW - organocatalysis AB -

The catalytic efficacy of (1R,2R)-bis[(S)-prolinamido]cyclohexane 1, prepared from the readily available natural amino acid L-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).

PB - COUNCIL SCIENTIFIC & INDUSTRIAL RES CY - ANUSANDHAN BHAWAN, 2 RAFI MARG, NEW DELHI, 110001, INDIA VL - 54 IS - 1 U3 -

Indian

U4 - 0.471 ER -