Tetrahedron p. 4979 - 4988 (1987)
Update date:2022-08-03
Topics:
He, Xu-Chang
Eliel, Ernest L.
Addition of Grignard and organolithium reagents to as well as hydride reduction of 2α-benzoyl-N-benzyl-4,4,7α-trimethyl-trans-octahydro-1,3-benzoxazine (2, Y = C6H5CO) and addition of phenylmagnesium bromide to the corresponding 2-acetyl analog (11) proceed in highly diastereoselective fashion to produce virrtually exclusively the diastereomer predicted on the basis of Cram's chelate rule if chelation involves the ring oxygen atom.Mild acid hydrolysis of the adducts followed by selective oxidation produces highly enantiomerically pure α-hydroxyacids with clean recovery of the chiral adjuvant.
View MoreShenzhen Feiming Science and Technology Co,. Ltd
Contact:+86-755-85232577
Address:#B2309, Fenglin International Center ,Jixiang Road, Longcheng street, LongGang District, Shenzhen city, Guangdong province, China.
Contact:0510-85393305
Address:1619 Huishan Avenue, Huishan District, Wuxi,
Shanghai Dano Pharmaceutical Co.,Ld.(expird)
Contact:+86-592-6266840
Address:Building 1 Room 512, 720 Cailun Rd, Zhangjiang High-Tech Park, Shanghai 201203, China
Contact:+86 755 26588093
Address:No.9 Linkong West Street, Hengdian Street, Huangpi District, Wuhan City, China.
Contact:15122693241
Address:Tianjin Huanyu Group import and export Inc ，NO.3 Yunnan Road，Tianjin，China
Doi:10.1016/j.ejmech.2019.111849
(2020)Doi:10.1039/a900623k
(1999)Doi:10.1021/ja5026326
(2014)Doi:10.1021/ml5000096
(2014)Doi:10.1016/j.bmc.2014.04.054
(2014)Doi:10.1016/j.tetlet.2019.03.069
(2019)
