C  2 ‐Symmetric Cationic Copper( II ) Complexes as Chiral Lewis Acids: Counterion Effects in the Enantioselective Diels–Alder Reaction | Zendy

Evans David A. | Zendy; Murry Jerry A. | Zendy; von Matt Peter | Zendy; Norcross Roger D. | Zendy; Miller Scott J. | Zendy

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C 2 ‐Symmetric Cationic Copper( II ) Complexes as Chiral Lewis Acids: Counterion Effects in the Enantioselective Diels–Alder Reaction

Author(s) -

Evans David A.,

Murry Jerry A.,

von Matt Peter,

Norcross Roger D.,

Miller Scott J.

Publication year - 1995

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199507981

Subject(s) - counterion , cationic polymerization , enantioselective synthesis , chemistry , lewis acids and bases , copper , catalysis , medicinal chemistry , diels–alder reaction , polymer chemistry , organic chemistry , stereochemistry , ion

Alone a tailor‐made chiral cationic Lewis acid is not sufficient to achieve high enantiomic excesses in Diels–Alder reactions; the counterion can dramatically affect the efficiency of the chiral catalyst. Thus, for example, the enantioselectivities reached in these reactions in the presence of the copper complex 1 with X = SbF 6 as counterion are in some cases substantially greater than those with X = OSO 2 CF 3 .

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