Journal of Organic Chemistry p. 365 - 372 (1991)
Update date:2022-07-29
Topics:
Wuts, Peter G. M.
Jung, Yong-Woon
The addition of γ-(trimethylsilyl)allylboronates to imines is described and compared with the addition of simple allylboronates to imines.The addition of γ-(trimethylsilyl)allylboronates is found to be more efficient than the addition of simple allylboronates to imines.The stereoselectivity is dependant upon the nature of the imine; imines derived from aromatic aldehydes give anti products and imines derived from aliphatic aldehydes give syn products.Proof of stereochemistry was established by conversion of the anti and syn derivatives to their respective Z- and E-dienes by a methylation/E-2 elimination process.With α-alkoxy aldehydes the reaction proceeds with excellent selectivity giving the product of Felkin-Ahn addition.
View MoreWuhan Hanye Chemical New Material Co.,Ltd
Contact:+86-27-85308141
Address:LiuDian, Panlongcheng Economic Development Zone, HuangPi district, Wuhan, Hubei 430311 P.R.China
China Synchem Technology Co.,Ltd
website:http://www.cnsynchem.com
Contact:+86-0552-4929311
Address:No.217 Daqing Road
Beijing Apis Biotechnology Co., Ltd.
Contact:86-010-67856775-8551
Address:NO.4PUHUANGYU ROAD,FENTAI DISTRICT, BEIJING, CHINA
Contact:86-510-82853889
Address:Rm.3732, No.18-2,Yonghe Rd.,Wuxi,Jiangsu,214023,China
website:http://www.herbpurify.com
Contact:0086-028-85249238
Address:Room709-C1,Incubator Building, Tianfu Life Science Park No.88,Keyuan Road,Gaoxin district,Chengdu City,Sichuan Prov,China
Doi:10.1021/acs.orglett.6b02353
(2016)Doi:10.1016/j.cclet.2011.01.026
(2011)Doi:10.1016/j.tet.2011.02.067
(2011)Doi:10.1021/ja2042595
(2011)Doi:10.1002/jhet.245
(2011)Doi:10.1039/c1cc10743g
(2011)
