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Chiral Magnesium(II) Binaphtholates as Cooperative Brønsted/Lewis Acid–Base Catalysts for the Highly Enantioselective Addition of Phosphorus Nucleophiles to α,β‐Unsaturated Esters and Ketones
Author(s) -
Hatano Manabu,
Horibe Takahiro,
Ishihara Kazuaki
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201300938
Subject(s) - enantioselective synthesis , lewis acids and bases , chemistry , catalysis , phosphine , nucleophile , organic chemistry , brønsted–lowry acid–base theory , magnesium , phosphorus , base (topology) , medicinal chemistry , mathematical analysis , mathematics
A little cooperation goes a long way : The cooperative Brønsted/Lewis acid–base supramolecular catalysts formed in situ from simple chiral magnesium(II) binaphtholate aqua complexes promoted the highly enantioselective 1,4‐hydrophosphinylation of α,β‐unsaturated esters with diaryl phosphine oxides and 1,2‐hydrophosphonylation of α,β‐unsaturated ketones with dialkyl phosphites (see scheme).