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Asymmetric α-Allylation of α-Substituted β-Ketoesters with Allyl Alcohols

Author:
Yoshida, Masanori
Source:
Journal of organic chemistry 2017 v.82 no.23 pp. 12821-12826
ISSN:
1520-6904
Subject:
acids, allylation, amino acids, carbon, catalysts, catalytic activity, chemical bases, chemical structure, enantioselectivity, organic chemistry, organic compounds, palladium
Abstract:
Enantioselective α-allylation of α-substituted β-ketoesters with simple allyl alcohols was successfully performed by synergistic catalysis with the catalyst combination of a chiral primary amino acid and an achiral palladium complex without additional promotors like acids or bases. The allylation reaction and generation of a chiral quaternary carbon stereocenter proceeded smoothly to produce α,α-disubstituted β-ketoesters in high yields (91–99%) with high enantioselectivities (90–99% ee).
Agid:
5864550