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Chiral Phosphinoaryldihydrooxazoles as Ligands in Asymmetric Catalysis: Pd‐Catalyzed Allylic Substitution
Author(s) -
von Matt Peter,
Pfaltz Andreas
Publication year - 1993
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.199305661
Subject(s) - allylic rearrangement , catalysis , palladium , chemistry , substitution (logic) , combinatorial chemistry , substitution reaction , enantioselective synthesis , medicinal chemistry , stereochemistry , organic chemistry , computer science , programming language
Enantioselectivities up to 99% ee and excellent yields under mild reaction conditions could be realized in allylic alkylations [Eq. (a)] with palladium catalysts prepared with the chiral ligands 1 . Enantiomerically pure phosphinoaryldihydrooxazoles ( 1 ) are readily accessible from commercially available chiral amino alcohols. HNu = H 2 C(COOMe) 2 , H 2 C(COMe) 2 , HC(NHAc)(COOEt) 2 .