4.5 Article

Enantioselective Allylic Substitution of Morita-Baylis-Hillman Adducts Catalyzed by Chiral Bifunctional Ferrocenylphosphines

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 12, Pages 2139-2144

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600045

Keywords

Asymmetric catalysis; Amination; Phosphanes; Configuration determination

Funding

  1. National Natural Science Foundation of China (NSFC) [21276238]

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A series of air-stable chiral ferrocenylphosphines (LB1-LB4) were prepared and used in the asymmetric allylic substitution of Morita-Baylis-Hillman (MBH) adducts with phthalimide under mild reaction conditions; the (R,S-Fc)-ferrocenylphosphine LB4 afforded the desired amination products 3 in moderate yields with excellent enantioselectivities. The absolute configuration of 3o was confirmed by X-ray analysis.

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