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Regioselective Synthesis of Trisubstituted 2,3-Dihydrofurans from Donor−Acceptor Cyclopropanes or from Reaction of the Corey Ylide with α-Sulfenyl-, α-Sulfinyl-, or α-Sulfonylenones

2005; American Chemical Society; Volume: 7; Issue: 21 Linguagem: Inglês

10.1021/ol0514606

1523-7060

Angela M. Bernard, Angelo Frongia, Pier Paolo Piras, Francesco Secci, Marco Spiga,

Synthetic Organic Chemistry Methods

Regioselective synthesis of 2,4,5- or 3,4,5-trisubstituted 2,3-dihydrofurans has been realized by using donor−acceptor cyclopropanes or by a Corey ylide reaction with α-sulfenyl-, α-sulfinyl-, or α-sulfonylenones. The method allowed a straightforward synthesis of the natural product calyxolane B.