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Palladium‐Catalyzed Enantioselective Bis‐alkoxycarbonylation of Olefins
Author(s) -
Nefkens Silvia C. A.,
Sperrle Martin,
Consiglio Giambattista
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.199317191
Subject(s) - enantioselective synthesis , chemistry , ligand (biochemistry) , trifluoromethanesulfonate , catalysis , succinates , carbon monoxide , enantiomer , methanol , styrene , palladium , chiral ligand , benzoquinone , organic chemistry , copolymer , receptor , biochemistry , polymer
Styrene, carbon monoxide, and methanol react in the presence of a catalyst precursor of the type [Pd(LL)Z 2 ] (LL is a chiral bisphosphane ligand, Z is, for example, trifluoromethanesulfonate) and 1,4‐benzoquinone to provide optically active succinates 1 [Eq. (a)]. Depending on the ligand, high chemoselectivities and enantiomeric excesses of up to 93% ee are achieved. These results may expect rapid application, since chiral succinates are important as intermediates in the synthesis of drugs and natural products.