Tetrahedron Letters p. 8203 - 8206 (1998)
Update date:2022-08-05
Topics:
Wei, Han-Xun
Willis, Steven
Li, Guigen
A new anionic addition process has been developed for the asymmetric synthesis of unusual Baylis-Hillman adducts, β,β-disubstituted α- (hydroxyalkyl)acrylates. The new process involves conjugate addition of R2CuLi to β-substituted α,β-acetylenic ester to give lithium (α- carbalkoxyvinyl)cuprate which was then subjected to the carbonyl addition to aldehyde promoted by Et2AlCl. Modest to good diastereoselectivity (50.0- 87.7%de) has been obtained by using (1R,2S,5R)-(-)-menthol as the chiral auxiliary (59.0-94.0% yield). The absolute configuration was unambiguously assigned by transforming the product to methyl (R)-α-methoxyphenylacetate.
View MoreSHOUGUANG BOYU CHEMICAL CO.,LTD
Contact:+86-536-8256719
Address:ROOM 1101&1103,BUILDING D,ZHONGTU MANSION,NO.6565 EAST FUSHOU STREET,WEIFANG CITY,SHANDONG,CHINA.
Contact:+86-21-6856-1349 523-87676172
Address:No16 . BinJiang Road . Taixing Economy Developing Area .JiangSu Province . China
Xi'an caijing Opto-Electrical Science & Technology Co., LTD
Contact:+86-29-88294447
Address:NO.168 Zhangba Rd. East, Xi'an, P.R.China
Contact:+86-10-83993285
Address:Rm.1708, Haobai Tower, Building 6, No.50, North Road, West Third Ring, Haidian District, Beijing, China
Shanghai Send Pharmaceutical Technology Co., Ltd.
website:http://www.shsendpharma.com
Contact:021-58088081, +8613585868794
Address::Room A601, Building 1,NO. 800 Qingdai Road Pudong District Shanghai,China
Doi:10.1016/S0040-4039(01)00425-7
(2001)Doi:10.1021/ja9518888
(1996)Doi:10.1016/0040-4039(95)01940-J
(1995)Doi:10.1080/15257779508010708
(1995)Doi:10.1002/ardp.19953281105
(1995)Doi:10.1039/C9SC00054B
(2019)