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Novel cyclizations involving vinyl sulfones: Stereoselective construction of perhydroazulenes and trans-hydrindanes.
Authors:D. Neville Jones   Mark W. J. Maybury   Steven Swallow  Nicholas C. O. Tomkinson
Affiliation:

Department of Chemistry, The University, Sheffield S3 7HF, U.K.

Abstract:
Anionic species formed by treatment of vinyl sulfones with hydridoaluminates were trapped intramolecularly by esters to provide six- and seven-membered cyclic ketosulfones, exemplified by the stereoselective construction of trans-hydrindanes and of perhydroazulenes. This led to formal syntheses of confertin and damsinic acid.
Keywords:
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