Organic Letters
Organic Letters
5 years ago

Rhodium-Catalyzed Asymmetric Conjugate Alkynylation of β,γ-Unsaturated α-Ketoesters

Rhodium-Catalyzed Asymmetric Conjugate Alkynylation of β,γ-Unsaturated α-Ketoesters
Jianhang Huang, Tao Lu, Xiaowei Dou, Na Liu, Yanle Zhi
The first example of catalytic asymmetric conjugate alkynylation of β,γ-unsaturated α-ketoesters is reported. By using Rh(I)/(R)-DM-binap complex as the catalyst and diphenyl[(triisopropylsilyl)ethynyl]methanol as the alkynylating reagent, the alkynylation reaction proceeded smoothly to afford α-ketoesters bearing a propargylic chiral center at γ position in good yields with high enantioselectivities.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00909

DOI: 10.1021/acs.orglett.7b00909

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