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Modular Ligands for Asymmetric Synthesis: Enantioselective Catalytic Cu II ‐Mediated Condensation Reaction of Ethyl Pyruvate with Danishefsky's Diene
Author(s) -
Dalko Peter I.,
Moisan Lionel,
Cossy Janine
Publication year - 2002
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 - 10.1002/1521-3773(20020215)41:4<625::aid-anie625>3.0.co;2-u
Subject(s) - diene , enantioselective synthesis , chemistry , catalysis , cycloaddition , combinatorial chemistry , condensation , organic chemistry , medicinal chemistry , natural rubber , physics , thermodynamics
Only the correct order of addition of the components is required to prepare a variety of chiral Lewis acids. The complexes (for example, 4 ) formed by the condensation of chiral, nonracemic 1,2‐diamines with ketones and subsequent addition of Cu(OTf) 2 (Tf=trifluoromethanesulfonyl) catalyze the cycloaddition reaction of Danishefsky's diene ( 1 ) and ethyl pyruvate ( 2 ) to form dihydropyrone ( 3 ).