Journal of the American Chemical Society 2008-06-04

Au(I)-catalyzed efficient synthesis of functionalized bicyclo[3.2.0]heptanes.

Guotao Li, Xiaogen Huang, Liming Zhang

Index: J. Am. Chem. Soc. 130(22) , 6944-5, (2008)

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Abstract

An efficient Au(I)-catalyzed synthesis of highly strained and functionalized bicyclo[3.2.0]heptanes is developed. Subsequent couplings with various nucleophiles offer additional structural features/complexity. These one-pot, three-component reactions are proposed to proceed via a key 1,3-dipolar cycloaddition between a Au carbenoid-containing carbonyl ylide and ethyl vinyl ether.