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Chiral 1,3,2-Diazaphospholenes as Catalytic Molecular Hydrides for Enantioselective Conjugate Reductions.

Authors :
Miaskiewicz S
Reed JH
Donets PA
Oliveira CC
Cramer N
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2018 Apr 03; Vol. 57 (15), pp. 4039-4042. Date of Electronic Publication: 2018 Mar 06.
Publication Year :
2018

Abstract

Secondary 1,3,2-diazaphospholenes have a polarized P-H bond and are emerging as molecular hydrides. Herein, a class of chiral, conformationally restricted methoxy-1,3,2-diazaphospholene catalysts is reported. We demonstrate their catalytic potential in asymmetric 1,4-reductions of α,β-unsaturated carbonyl derivatives, including enones, acyl pyrroles, and amides, which proceeded in enantioselectivities of up to 95.5:4.5 e.r.<br /> (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
57
Issue :
15
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
29461670
Full Text :
https://doi.org/10.1002/anie.201801300