Issue 9, 2011

Enzymatic synthesis of optical pure β-nitroalcohols by combining d-aminoacylase-catalyzed nitroaldol reaction and immobilized lipase PS-catalyzed kinetic resolution

Abstract

An enzymatic method which combines D-aminoacylase catalyzed nitroaldol reaction and lipase PS-IM catalyzed acyl resolution reaction was constructed to obtain optically pure β-nitroalcohols in organic media under mild conditions. A series of β-nitroalcohols were synthesized and then resolved, with excellent ee values (>95%) and yields mostly, giving enantiomerically pure acetate and alcohol of the opposite configuration simultaneously.

Graphical abstract: Enzymatic synthesis of optical pure β-nitroalcohols by combining d-aminoacylase-catalyzed nitroaldol reaction and immobilized lipase PS-catalyzed kinetic resolution

Supplementary files

Article information

Article type
Communication
Submitted
15 Apr 2011
Accepted
23 Jun 2011
First published
18 Jul 2011

Green Chem., 2011,13, 2359-2361

Enzymatic synthesis of optical pure β-nitroalcohols by combining D-aminoacylase-catalyzed nitroaldol reaction and immobilized lipase PS-catalyzed kinetic resolution

F. Xu, J. Wang, B. Liu, Q. Wu and X. Lin, Green Chem., 2011, 13, 2359 DOI: 10.1039/C1GC15417F

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