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Asymmetric Palladium‐Assisted Alkylation of Alkenes
Author(s) -
SolladiéCavallo Arlette,
Haesslein JeanLuc
Publication year - 1983
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19830660615
Subject(s) - chemistry , asymmetric induction , carbanion , alkylation , palladium , sulfoxide , malonate , propene , medicinal chemistry , ligand (biochemistry) , chiral ligand , enantioselective synthesis , organic chemistry , catalysis , biochemistry , receptor
Palladium‐promoted alkylation of alkenes using chiral sulfoxide‐containing carbanions and chiral lithiated oxazolines results in asymmetric induction (AI) ranging from 3–5% (1,5 induction), 20–40% (1,3 induction) to 44–52% (1,4 induction). No general trend allowing predictions of results was found. With 1‐hexene, attack at C(1) is almost exclusive but propene gives a mixture of attack at C(1) and C(2). The use of a chiral ligand together with malonate anion also leads to some asymmetric induction ( ca. 20%).