Issue 22, 1993

Synthesis of medium ring ethers. Part 4. Stereoselective Claisen-mediated ring expansion as a route to homochiral disubstituted medium ring lactones

Abstract

Thermal elimination/Claisen rearrangement of selenoxides derived from the enantiomerically pure phenylselenomethyl-substituted cyclic acetals 4 and 8 proceeds stereospecifically to provide the homochiral 8- and 7-membered lactones 5 and 9 respectively.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 2743-2746

Synthesis of medium ring ethers. Part 4. Stereoselective Claisen-mediated ring expansion as a route to homochiral disubstituted medium ring lactones

M. A. M. Fuhry, A. B. Holmes and D. R. Marshall, J. Chem. Soc., Perkin Trans. 1, 1993, 2743 DOI: 10.1039/P19930002743

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