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Synthesis of a Biphenyl-based Axially Chiral Amino Acid as a Highly Efficient Catalyst for the Direct Asymmetric Aldol Reaction by Taichi Kano; Osamu Tokuda; Keiji Maruoka is a Chemistry article available to read on EtoBox.

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A biphenyl-based axially chiral amino acid (S)-2 has been designed and synthesized. The new amino acid (S)-2 has been found to be a more efficient catalyst than (S)-1 in the direct asymmetric aldol reaction of acetone with aldehydes. For instance, the use of only 0.1 mol % of (S)-2 was sufficient to complete the reaction between acetone and 4-nitrobenzaldehyde, giving the corresponding aldol adduct in good yield with an excellent enantioselectivity.

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Author

Taichi Kano; Osamu Tokuda; Keiji Maruoka

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

2006

Language

EN

Field

Chemistry (Physical Sciences)