Abstract

L-Tryptophan has been shown to catalyse the enantio- selective aldol reaction between 2-hydroxycyclobutanone and an aromatic aldehyde in DMF solution. The reaction is completely re- gioselective and gives the 2,2-disubstituted cyclobutanone in up to 80% yield. The major adduct is obtained with ee values up to 67%, and has an anti relative configuration which contrasts with the se- lectivity of organocatalysed aldol reactions conducted on acyclic hydroxyacetone substrates.

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