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Enantioselective [4+3] Cycloadditions
J. P. Olson, H. M. L. Davies*
The State University of New York, Buffalo, USA
19 March 2008 (online)
A domino cyclopropanation-Cope rearrangement sequence was shown to expand the scope of enantioselective reactions of donor/acceptor carbenoids containing benzofurans as the donor moiety. The formal [4+3] cycloadducts 3 are prepared in good yield and high enantioselectivity from a range of dienes 2 or 4. The benzofuranyl diazoacetates 1 are prepared in two steps from commercially available coumaran-3-ones.