Optimisation of the enantioselective synthesis of cyanohydrin esters

L. Veum; L.T. Kanerva; P.J. Halling; T. Maschmeyer; U. Hanefeld

doi:10.1002/adsc.200505031

Optimisation of the enantioselective synthesis of cyanohydrin esters

L. Veum, L.T. Kanerva, P.J. Halling, T. Maschmeyer, U. Hanefeld

Pure And Applied Chemistry

Research output: Contribution to journal › Article › peer-review

64 Citations (Scopus)

Abstract

The base- and lipase-catalysed enantioselective synthesis of cyanohydrin esters was investigated, and the problem of previously reported low yields due to residual water in the reaction mixture was addressed. When the lipase was immobilised on Celite R-633 as a carrier, both the enantioselectivity and the reaction times for this dynamic kinetic resolution were improved, thus enabling a highly enantioselective synthesis of aromatic and heteroaromatic cyanohydrin acetates.

Original language	English
Pages (from-to)	1015-1021
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	347
Issue number	7-8
DOIs	https://doi.org/10.1002/adsc.200505031
Publication status	Published - 2005

Keywords

asymmetric synthesis
Celite
dynamic kinetic resolution
enzyme catalysis
lipase B from Candida antarctica

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10.1002/adsc.200505031

http://dx.doi.org/10.1002/adsc.200505031

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abstract = "The base- and lipase-catalysed enantioselective synthesis of cyanohydrin esters was investigated, and the problem of previously reported low yields due to residual water in the reaction mixture was addressed. When the lipase was immobilised on Celite R-633 as a carrier, both the enantioselectivity and the reaction times for this dynamic kinetic resolution were improved, thus enabling a highly enantioselective synthesis of aromatic and heteroaromatic cyanohydrin acetates.",

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T1 - Optimisation of the enantioselective synthesis of cyanohydrin esters

AU - Veum, L.

AU - Kanerva, L.T.

AU - Halling, P.J.

AU - Maschmeyer, T.

AU - Hanefeld, U.

PY - 2005

Y1 - 2005

N2 - The base- and lipase-catalysed enantioselective synthesis of cyanohydrin esters was investigated, and the problem of previously reported low yields due to residual water in the reaction mixture was addressed. When the lipase was immobilised on Celite R-633 as a carrier, both the enantioselectivity and the reaction times for this dynamic kinetic resolution were improved, thus enabling a highly enantioselective synthesis of aromatic and heteroaromatic cyanohydrin acetates.

AB - The base- and lipase-catalysed enantioselective synthesis of cyanohydrin esters was investigated, and the problem of previously reported low yields due to residual water in the reaction mixture was addressed. When the lipase was immobilised on Celite R-633 as a carrier, both the enantioselectivity and the reaction times for this dynamic kinetic resolution were improved, thus enabling a highly enantioselective synthesis of aromatic and heteroaromatic cyanohydrin acetates.

KW - asymmetric synthesis

KW - Celite

KW - dynamic kinetic resolution

KW - enzyme catalysis

KW - lipase B from Candida antarctica

UR - http://dx.doi.org/10.1002/adsc.200505031

U2 - 10.1002/adsc.200505031

DO - 10.1002/adsc.200505031

M3 - Article

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SP - 1015

EP - 1021

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

SN - 1615-4150

IS - 7-8

ER -