Tetrahedron p. 4091 - 4102 (1989)
Update date:2022-08-05
Topics:
Simay, Antal
Prokai, Laszlo
Bodor, Nicholas
Oxidation of aryloxy-β-aminopropanols (1) with "activated" dimethylsulfoxide (DMSO) was found to provide a convenient "one-pot" method to synthesize aryloxy-β-aminoketo-oximes (3), without isolation of the unstable ketones 2.Assignment of Z and E stereoisomers of oximes 3 was based on 1H- and 13C-NMR studies.Spontaneous isomerisation of 3 was also observed and discussed.Dioxime derivatives 6 and 7 were first isolated as by-products in the oxidation of compounds 1 and an improved synthetic method for 6 was developed.The novel C-N oxidation step involved in the formation of 6 from 1 was rationalized on the basis of neighboring grou p effect.
View MoreSuzhou CarbonWell Pharma-Tech Co., Ltd
Contact:Tel: + 86 (0)512-8898-1216; + 86-18606258602
Address:2358 Changan Road, Wujiang Scientific Innovation Park, Wujiang, Jiangsu Province, P. R. China 215200
Contact:+86-571-87010026
Address:202, Zhenhua Road,
ChangZhou XiaQing Chemical Co., Ltd.
Contact:+86-519-88721665
Address:3# Hengluo Road, Henglin Town, Changzhou City, Jiangsu Province，China
Contact:86 21 3772 9386
Address:Rm.1803,Starry Bldg.1,1505 Meijiabang Road,Shanghai 201620 China
Shanghai Kangxin Chemical Co., Ltd
Contact:+86 21 60717227
Address:118,Ganbai Village,Waigang Town,Jiading District,Shanghai
Doi:10.1021/acs.orglett.0c01297
(2020)Doi:10.1021/om100702x
(2010)Doi:10.1016/j.tet.2010.09.010
(2010)Doi:10.1016/j.tet.2010.04.065
(2010)Doi:10.1021/ol102465a
(2011)Doi:10.1002/chem.201002166
(2010)
