Chemical and Pharmaceutical Bulletin p. 3072 - 3075 (1992)
Update date:2022-09-26
Topics:
Shimazaki
Ichihara
Goto
Ohta
Five β-ketoalkyl 2-(1-dimethylaminoethyl)phenyl sulfoxides (2a-e) were prepared by lithiation at the α-methyl hydrogen to the sulfoxide group of N,N-dimethyl-1-(2-methylsulfinylphenyl)ethylamine (1), followed by condensation with esters. The reduction of 2a-e gave two kinds of β-hydroxysulfoxides (3a-e and 4a-e), whose structures were determined by transforming 4a to naturally occurring (-)-matsutakeol. The results on the diastereoselectivity of this reduction and the 1H-NMR spectral behavior of the α-hydrogens to the sulfoxide group were different from those found in the case of reduction of β-ketoalkyl tolyl sulfoxides.
View MoreShanghai Haoyuan Chemexpress Co., Ltd.
website:https://www.chemexpress.com/
Contact:86-21-58950125
Address:No.3 Building, No.1999, Zhangheng Road, ZhangjiangHighTech Park, Shanghai, P.R.China,201203
Kaymossy BioChem Tech Co., Ltd
website:http://www.kaimosi.com
Contact:0571-87191913/0571-87199097
Address:Room 215, Building 3rd, No.288 Ningxia Road, Qingdao city, China
GUANGZHOU MEDCAN PHARMATECH LTD
website:http://www.gzmedcan.com
Contact:+86-20-82519649
Address:Building J,Room 101,1 JiangtashanRd,Guang Zhou Science City,Guang Zhou ,China
Jiangsu Feymer Technology Co., Ltd.
Contact:+86-512-58110132
Address:Fenghuang Town, Zhangjiagang City, Jiangsu Province, China
VanderArk International Limited
Contact:86-10-82437576
Address:Qing He
Doi:10.1021/jo00285a007
(1989)Doi:10.1002/hlca.19930760110
(1993)Doi:10.1016/j.tet.2006.08.049
(2006)Doi:10.1021/ja00306a016
(1985)Doi:10.1021/jm00006a012
(1995)Doi:10.1021/ja805091w
(2008)
