2
1998 catalysis, phase-transfer catalysis catalysis, phase-transfer catalysis O 0020 41 - 026 Design and Synthesis of Chiral Ketones for Catalytic Asymmetric Epoxidation of Unfunctionalized Olefins. A variety of (R)- binaphthyl-based ketones is prepared using ortho-lithiation strategies. Among them, title compounds (V) are found to efficiently catalyze the epoxidation of olefins via dioxirane intermediates. Evidence is provided for a spiro transition state of dioxirane epoxidation. — (YANG, D.; WONG, M.-K.; YIP, Y.-C.; WANG, X.-C.; TANG, M.-W.; ZHENG, J.-H.; CHEUNG, K.-K.; J. Am. Chem. Soc. 120 (1998) 24, 5943-5952; Dep. Chem., Univ. Hong Kong, Hong Kong, Peop. Rep. China; EN) 1

ChemInform Abstract: Design and Synthesis of Chiral Ketones for Catalytic Asymmetric Epoxidation of Unfunctionalized Olefins

  • Upload
    d-yang

  • View
    216

  • Download
    2

Embed Size (px)

Citation preview

1998 catalysis, phase-transfer catalysis

catalysis, phase-transfer catalysisO 0020

41 - 026Design and Synthesis of Chiral Ketones for Catalytic AsymmetricEpoxidation of Unfunctionalized Olefins. — A variety of (R)-binaphthyl-based ketones is prepared using ortho-lithiation strategies. Amongthem, title compounds (V) are found to efficiently catalyze the epoxidation ofolefins via dioxirane intermediates. Evidence is provided for a spiro transitionstate of dioxirane epoxidation. — (YANG, D.; WONG, M.-K.; YIP, Y.-C.;WANG, X.-C.; TANG, M.-W.; ZHENG, J.-H.; CHEUNG, K.-K.; J. Am. Chem.Soc. 120 (1998) 24, 5943-5952; Dep. Chem., Univ. Hong Kong, Hong Kong,Peop. Rep. China; EN)

1

1998 catalysis, phase-transfer catalysis

2