期刊
ACS CATALYSIS
卷 7, 期 11, 页码 7748-7752出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b03077
关键词
frustrated Lewis pairs; metal-free hydrogenation; sequential catalysis; amino esters; stereoselective
资金
- School of Chemistry, Cardiff University
- Leverhulme Trust [RPG-2015-361]
- EPSRC [EP/L016443/1]
Herein we report the metal-free diastereoselective frustrated Lewis pair (FLP)-catalyzed hydrogenation of aza-Morita-Baylis-Hillman (aza-MBH) adducts, accessing a diverse range of stereodefined beta-amino acid derivatives in excellent isolated yields (28 examples, 89% average yield, up to 90:10 d.r.). Furthermore, sequential organo-FLP catalysis has been developed. An initial organocatalyzed aza-MBH reaction followed by in situ FLP formation and hydrogenation of the electron deficient alpha,beta-unsaturated carbonyl compounds can be performed in one-pot, using DABCO as the Lewis base in both catalytic steps.
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