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Self‐Assembled Bifunctional Catalysis Induced by Metal Coordination Interactions: An Exceptionally Efficient Approach to Enantioselective Hydrophosphonylation
Author(s) -
Yang Fei,
Zhao Dongbing,
Lan Jingbo,
Xi Peihua,
Yang Li,
Xiang Shuhuai,
You Jingsong
Publication year - 2008
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.200801766
Subject(s) - bifunctional , enantioselective synthesis , scope (computer science) , catalysis , yield (engineering) , cinchona , chemistry , metal , organic chemistry , combinatorial chemistry , computer science , materials science , metallurgy , programming language
Cost effective : Bifunctional catalysts derived from commercially available chiral substituted binols and cinchona alkaloids with Ti(O i Pr) 4 by spontaneous metal–organic coordination (see picture) promote the asymmetric hydrophosphonylation of aldehydes in up to 99 % yield and greater than 99 % ee. The experimental conditions are capable of tolerating a relatively wide scope of substrates even in the presence of only 2.5 mol % of catalyst.