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Enzymatic synthesis of optical pure β-nitroalcohols by combining d-aminoacylase-catalyzed nitroaldol reaction and immobilized lipase PS-catalyzed kinetic resolution†
Fan Xu,Junliang Wang,Bokai Liu,Qi Wu,Xianfu Lin
Green Chemistry Pub Date : 07/18/2011 00:00:00 , DOI:10.1039/C1GC15417F
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
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