A Catalytic and Enantioselective Desymmetrization of  meso  Cyclic Allylic Bisdiethylphosphates with Organozinc Reagents | Zendy

Piarulli Umberto | Zendy; Daubos Philippe | Zendy; Claverie Christelle | Zendy; Roux Maryline | Zendy; Gennari Cesare | Zendy

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A Catalytic and Enantioselective Desymmetrization of meso Cyclic Allylic Bisdiethylphosphates with Organozinc Reagents

Author(s) -

Piarulli Umberto,

Daubos Philippe,

Claverie Christelle,

Roux Maryline,

Gennari Cesare

Publication year - 2003

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.200390088

Subject(s) - desymmetrization , diethylzinc , enantioselective synthesis , allylic rearrangement , reagent , ligand (biochemistry) , chemistry , enantiomer , catalysis , stereochemistry , combinatorial chemistry , organic chemistry , receptor , biochemistry

The chosen one : The desymmetrization of meso ‐ 2 is possible with the use of diethylzinc in the presence of the Cu I complex of 1 (10 mol %; Tf=CF 3 SO 2 ). Ligand 1 was optimized from a screen of a library of 125 compounds. Other ligands from the same library favor the formation of the opposite enantiomer 4 .

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