Tetrahedron Asymmetry p. 73 - 82 (1994)
Update date:2022-07-31
Topics:
Fukui, Toshiaki
Kawamoto, Takuo
Tanaka, Atsuo
Kinetic resolution of ethylmethylphenylsilylmethanol, a primary alcohol having a stereogenic silicon atom, was tried by hydrolase catalyzed enantioselective reactions.Among twenty kinds of hydrolases examined, a commercial crude papain preparation was found to exhibit the highest enantioselectivity with moderate activity toward the silicon containing alcohol on esterification with 5-phenylpentanoic acid in an organic solvent system, and the (+)-enantiomer of 92percent ee was obtained as the remaining substrate.Several silylmethanol derivatives could be also resolved by this enantioselective esterification even though it was difficult to synthesize such chiral quaternary silanes with high optical purity by chemical methods due to the absence of leaving groups on the silicon atom.These results demonstrate that enzymes can recognize the configuration not only of carbon atoms but also of silicon atoms, and indicate the usefulness of biocatalysts for preparing optically active silanes.
View MoreShanghai Hanshare Industry Co.,Ltd.
Contact:86 21 20960688
Address:RM902-903,Building E, Wanda Plaza,No.26,Zhoukang Road, Pudong District, Shanghai, China
Contact:0311-13263231263
Address:jian hua street,Shijiazhuang City, China
Quzhou Aokai Chemical Co., Ltd.
Contact:86-570-3032832
Address:NO.16 , Laodong Road,Quzhou City, Zhejiang Province,China
WEIFANG RICHEM INTERNATIONAL LTD
Contact:86-536-2222176
Address:weifang,shandong
Suzhou Lixin Pharmaceutical Co., Ltd.
Contact:86-512-88169812
Address:21 Tangxi Road, Suzhou New District, Suzhou 215151
Doi:10.1021/jo00197a011
(1984)Doi:10.1016/S0040-4020(01)80741-9
(1994)Doi:10.1039/c4dt00883a
(2014)Doi:10.1002/prac.19933350608
(1993)Doi:10.1021/jo00086a050
(1994)Doi:10.1016/j.carres.2010.05.001
(2010)