Chemoenzymatic synthesis of chiral substituted acrylate and acrylonitrile precursors for the synthesis of 3-deoxy-2-ulosonic acids and α-methylene-γ-lactones

Autor: Henri Veschambre, Dominique Crestia, Colette Demuynck, Laurence Hecquet, Christine Guérard, Jean Bolte
Rok vydání: 2001
Předmět:
Zdroj: Tetrahedron: Asymmetry. 12:869-876
ISSN: 0957-4166
Popis: Substituted acrylonitrile and ethyl acrylate bearing a masked α-hydroxyaldehyde were easily synthesised by a Barbier type reaction between the monoacetal of glyoxal and bromomethyl acrylonitrile or ethyl bromomethyl acrylate. We prepared these interesting synthons in an enantiomerically pure form by enzymatic resolution with Candida rugosa lipase, or by microbial reduction of the corresponding ketones using Aspergillus niger and Lactobacillus kefir .
Databáze: OpenAIRE