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A sequential stereocontrolled cyclopropane ring formation and semi-pinacol rearrangement |
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| Authors: | Charles M. MarsonJane McGregor Timothy WalsgroveTrevor J. Grinter Harry Adams |
| Affiliation: | a Department of Chemistry, University of Sheffield, Sheffield S3 7HF, UK b Glaxo SmithKline, Chemical Development, Old Powder Mills, nr. Leigh, Tonbridge, Kent TN11 9AN, UK c Department of Chemistry, University of Sheffield, Sheffield S3 7HF, UK |
| Abstract: | Treatment of an unsaturated 2,3-epoxy alcohol with SnBr4 leads to a stereoselective formation of a cyclopropane ring, and an α-ketol unit as part of a subsequent ring expansion. |
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