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A general, highly enantioselective Michael addition of nitroalkanes to α,β-unsaturated enones catalyzed by 9-amino(9-deoxy)-epi-quinine: a remarkable additive effect.

Authors :
Liu, Siyang
Wang, Qingqing
Ye, Ling
Shi, Zhichuan
Zhao, Zhigang
Yang, Xuejun
Ding, Keyi
Li, Xuefeng
Source :
Tetrahedron. Aug2016, Vol. 72 Issue 33, p5115-5120. 6p.
Publication Year :
2016

Abstract

A particularly general protocol for the organocatalytic asymmetric Michael addition of nitroalkanes to α,β-unsaturated enones is reported. The Michael reaction proceeded smoothly and provided the desired adducts in moderate to excellent yields (55–99%) and good to excellent enantioselectivities (65–99% ee). The addition of readily available achiral base significantly enhanced the reactivity without compromising the enantioselectivity. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404020
Volume :
72
Issue :
33
Database :
Academic Search Index
Journal :
Tetrahedron
Publication Type :
Academic Journal
Accession number :
116962278
Full Text :
https://doi.org/10.1016/j.tet.2016.07.008