1,1¢-Binaphthyl-2,2¢-diamine-based (S)-prolinamides in the presence of stearic acid were able to promote the direct aldol condensation of cyclohexanone and other ketones with different aldehydes in the presence of a massive amount of water in very good yields, high diastereoselectivity, and up to 99% ee. The behavior of both C2- and C1-symmetric catalysts in combination with different additives was investigated, and a preliminary experiment of recovering and recycling of the catalytic system was also attempted.

Enantioselective Direct Aldol Reaction “on water” Promoted by Chiral Organic Catalysts / S. Guizzetti, M. Benaglia, L.M. Raimondi, G. Celentano. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 9:7(2007), pp. 1247-1250.

Enantioselective Direct Aldol Reaction “on water” Promoted by Chiral Organic Catalysts

S. Guizzetti
Primo
;
M. Benaglia
Secondo
;
L.M. Raimondi
Penultimo
;
G. Celentano
Ultimo
2007

Abstract

1,1¢-Binaphthyl-2,2¢-diamine-based (S)-prolinamides in the presence of stearic acid were able to promote the direct aldol condensation of cyclohexanone and other ketones with different aldehydes in the presence of a massive amount of water in very good yields, high diastereoselectivity, and up to 99% ee. The behavior of both C2- and C1-symmetric catalysts in combination with different additives was investigated, and a preliminary experiment of recovering and recycling of the catalytic system was also attempted.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/39756
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