Affordable Access

Publisher Website

Lipase catalyzed resolution of the quaternary stereogenic center in ketone-derived benzo-fused cyclic cyanohydrins

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
22
Issue
11
Identifiers
DOI: 10.1016/j.tetasy.2011.07.004

Abstract

Abstract The enantioselective preparation of both enantiomers of the benzo-fused cyanohydrin derived from α-tetralone via lipase catalyzed processes is described. The ( S)-enantiomer has been obtained as the remaining substrate in the CAL-A catalyzed aminolysis of the methoxyacetylated derivative, using a structurally related amine as the nucleophile. The ( R)-enantiomer has been obtained as the product of CAL-A or PSL-C catalyzed hydrolysis of the methoxyacetylated derivative in organic solvents. The resolutions of several structural analogs of this cyanohydrin have been also tested under similar conditions.

There are no comments yet on this publication. Be the first to share your thoughts.