Tetrahedron Asymmetry p. 3111 - 3123 (1997)
Update date:2022-08-02
Gais, Hans-Joachim
Von Der Weiden, Ingo
Fleischhauer, Joerg
Esser, Josef
Raabe, Gerhard
The Candida antarctica lipase catalyzed esterification of the hydroxymethyl sulfones rac-1a and rac-1b led to the isolation of ent-1a (92% ee) and 1b (≤99% eel, respectively. The acyloxymethyl sulfone ent-7a (≤99% ee) was obtained by the Candida antarctica lipase catalyzed hydrolysis of rac-7a. Not only Candida antarctica lipase but also Pseudomonas cepacia lipase showed the opposite enantiomer differentiation in the esterification of the methyl substituted alcohol rac-1a and the benzyl substituted alcohol rac-1b. The absolute configuration of ent-1a and 1b was determined by measurement of their circular dichroism and the calculation of the CD spectra of 1a and 1b by semiempirical methods. The configurational assignment was verified by X-ray structure analysis of 1b and ent-7a.
View MoreCerametek Materials(ShenZhen)Co., Ltd.
Contact:+86-755-2324.2554
Address:A3-#9, YongChuan Street, Suite 501
HANGZHOU ZHONGCHANG SCIENTIFIC CO.,LTD
Contact:+86-571-88932183
Address:Hangzhou
Nanjing Zelang Medical Technology Co. Ltd
Contact:86-25-83063290/13770714480
Address:Ganjiabian 108# 01 Unit,701-702 room,Yao Hua Street,Qixia District,Nanjing,Jiangsu,China
SHENZHEN PENGCHENG REDSTAR INDUSTRY CO.,LTD
Contact:+86-755-82412922
Address:Room 8066, East Block, Square City, Jiabin Road, Luohu District
TIANJIN ZHONGXIN CHEMTECH CO.,LTD.
Contact:86-022-89880739
Address:10B, Pan China International Center, No. 931 YingKou Road, TangGu, Tianjin, China, 300451
Doi:10.1039/CC9960001243
(1996)Doi:10.1021/jo9606766
(1996)Doi:10.1039/c2ob26669e
(2012)Doi:10.1021/ja01155a033
(1951)Doi:10.1021/acs.orglett.6b00792
(2016)Doi:10.1002/macp.1958.020280102
(1958)