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Enantioselective Conjugate Addition of Diethylzinc to Enones with Chiral Copper‐QUIPHOS Catalyst Influence of the Addition of Water on the Enantioselectivity
Author(s) -
Delapierre Guillaume,
Constantieux Thierry,
Brunel Jean Michel,
Buono Gérard
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200007)2000:13<2507::aid-ejoc2507>3.0.co;2-t
Subject(s) - diethylzinc , chemistry , enantioselective synthesis , conjugate , copper , catalysis , enantiomer , ligand (biochemistry) , enantiomeric excess , addition reaction , chiral ligand , combinatorial chemistry , organic chemistry , medicinal chemistry , receptor , biochemistry , mathematical analysis , mathematics
The use of a new chiral copper catalyst involving QUIPHOS as ligand in the 1,4‐addition of Et 2 Zn to enones is reported. The dramatic beneficial effect of addition of water or Zn(OH) 2 to this system has been investigated, and led to an improvement of the enantiomeric excess from 7 to 61% ee .