Tetrahedron Asymmetry p. 675 - 690 (1994)
Update date:2022-08-03
Topics:
Genet, J. P.
Pinel, C.
Ratovelomanana-Vidal, V.
Mallart, S.
Pfister, X.
et al.
The new class of 2-methylallyl ruthenium chiral diphosphines 1 are efficient in asymmetric hydrogenation of α,β unsaturated acids and allylic alcohols.The related chiral halogen-containing ruthenium catalysts 2 are prepared from 1 or in situ from (COD)Ru(η3-(CH2)2CHCH3)2 by ligand exchange with the chelating diphosphine followed by protonation (HX) in acetone.This procedure allows rapid screening of chiral phosphines, such as Diop, Chiraphos, Cbd, Bppm, Binap, β-glucophos, Biphemp, MeO-Biphep, Me-Duphos, in ruthenium mediated hydrogenations of prochiral substrates.A high efficiency is displayed by Ru-catalysts having atropisomeric ligands (e.e. up to 99percent), and a C2 symmetric bis(phospholane) has also emerged as a valuable ligand (Me-Duphos, e.e. up to 87percent not optimized).Asymmetric hydrogenation of β-keto esters can be conducted under quite mild conditions (4 atm. of H2, 50 deg C, e.e. up to 99percent), β-keto esters having a disubstituted double bond are also hydrogenated chemoselectively to unsaturated chiral alcohols under controlled conditions with excellent optical purities.
View MoreContact:732.938.2777
Address:5012 Industrial Road Farmingdale, NJ 07727
HangZhou HuaYe Chemical Technology Co.,Ltd
Contact:+86-13505815007
Address:hangzhou
Suzhou 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
Hangzhou LINGEBA Technology Co., Ltd.
Contact:+0086-571-87389059
Address:Office 1-913,NewYouth Plaza, GongShu Area, HangZhou,ZheJiang,P.R.China
Shanghai shibo Chemical Co., Ltd
Contact:+86-021-60753516
Address:688 Qiushi Road, Jinshan High-tech Park, Shanghai, China,201512
Doi:10.1039/c2cc30565h
(2012)Doi:10.1007/s10870-010-9911-7
(2011)Doi:10.1002/cjoc.201180480
(2012)Doi:10.1007/s12272-012-0306-5
(2012)Doi:10.1021/ja301204z
(2012)Doi:10.24820/ARK.5550190.P011.296
(2020)