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The Corey lactone 11 is a key intermediate in the total synthesis of the physiologically active prostaglandins. It can be prepared from the lactone 10, which in turn is obtained from the bicyclic ketone 9 by reaction with m-chloroperbenzoic acid (MCPBA):4 Baeyer–Villiger Oxidation 21 As peracids are used peracetic acid, peroxytrifluoroacetic acid, m-chloroperbenzoic acid and others. Hydrogen peroxide or a peracid in combination with trifluoroacetic acid5 or certain organoselenium compounds6 have been successfully employed.

Ed. Engl. 1988, 27, 333. 8. M. J. Taschner, L. Peddada, J. Chem. , Chem. Commun. 1992, 1384–1385. 9. G. Strukul, Angew. Chem. 1998, 110, 1256–1267; Angew. Chem. Int. Ed. Engl. 1998, 37, 1198. 10. W. M. Schubert, R. R. : S. Patai), Wiley, New York, 1966, Vol. 1, p. 749–752. Bamford–Stevens Reaction Alkenes from tosylhydrazones SO2C C H N H base N SO2 C C + N2 + H CH3 CH3 1 2 p-Toluenesulfonyl hydrazones 1 (in short tosyl hydrazones) of aliphatic aldehydes or ketones furnish alkenes 2 when treated with a strong base.

Chamberlin, S. S. C. Koch, Synth. Commun. 1989, 19, 829–833. 6. L. Syper, Synthesis 1989, 167–172. 7. C. T. -C. J. Chen, Angew. Chem. 1988, 100, 342–352; Angew. Chem. Int. Ed. Engl. 1988, 27, 333. 8. M. J. Taschner, L. Peddada, J. Chem. , Chem. Commun. 1992, 1384–1385. 9. G. Strukul, Angew. Chem. 1998, 110, 1256–1267; Angew. Chem. Int. Ed. Engl. 1998, 37, 1198. 10. W. M. Schubert, R. R. : S. Patai), Wiley, New York, 1966, Vol. 1, p. 749–752. Bamford–Stevens Reaction Alkenes from tosylhydrazones SO2C C H N H base N SO2 C C + N2 + H CH3 CH3 1 2 p-Toluenesulfonyl hydrazones 1 (in short tosyl hydrazones) of aliphatic aldehydes or ketones furnish alkenes 2 when treated with a strong base.

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