Tetrahedron p. 5593 - 5608 (1997)
Update date:2022-07-29
Topics:
Gennari, Cesare
Moresca, Daniela
Vulpetti, Anna
Pain, Gilles
Boron enolates bearing menthone-derived chiral ligands are capable of fair to excellent diastereocontrol in their reactions with chiral aldehydes. Thioester-derived (better than ketone derived) enolates are able to control aldol stereochemistry irrespective of the aldehyde preferences. With thioacetate-derived chiral enolates and enantiopure N,N-dibenzyl α-amino aldehydes, either the 3,4- anti or the 3,4-syn aldol adduct can be obtained with very high diastereoselectivity just by changing the chiral boron ligand configuration. The above procedure was used for a stereoselective total synthesis of (3S,4S)-statine.
View MoreQuzhou Aokai Chemical Co., Ltd.
Contact:86-570-3032832
Address:NO.16 , Laodong Road,Quzhou City, Zhejiang Province,China
Xiamen Hisunny Chemical Co.,Ltd
website:http://www.hisunnychem.com
Contact:+86-592-3327115
Address:Unit 603,No.879,Xiahe Road,Meixin Building,Xiamen,China
suzhou BetterBioChem Co., Ltd.
website:http://www.betterbiochem.com
Contact:+86-18013506594
Address:No. 8 Building, 18 nong, Xi Yingnan Road, Pudong, Shanghai,China
Contact:(86) 731 88718666
Address:Room 1222, Unit 4, Building B, Shangcheng, No.47, Kaiyuan East Road.
website:http://www.arromax.com
Contact:+86-0512-62959601 skype:aimmezhang
Address:Suite 401, Bldg A3, 218 Xinghu St.Suzhou Industrial Park 215123, P.R. China
Doi:10.1002/chem.200800084
(2008)Doi:10.1246/bcsj.59.3197
(1986)Doi:10.1246/bcsj.59.433
(1986)Doi:10.1016/j.molstruc.2007.10.015
(2008)Doi:10.1007/BF00962383
(1990)Doi:10.1016/S0040-4039(00)95638-7
(1987)