A Simple Alkylative 1, 2??Carbonyl Transposition of Cyclohexenones

W Oppolzer, T Sarkar…

Index: Oppolzer,W. et al. Helvetica Chimica Acta, 1976 , vol. 59, p. 2012 - 2020

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Citation Number: 15

Abstract

Abstract Acid catalysed dehydration of the diols 5, derived from the cyclohexenone 3 affords mixtures of 8 and 11. The product ratio 8/11, although strongly dependent on both the reaction conditions and the substituent R, is independent of the diol configuration; this indicates a cationic intermediate 6. Conditions were found, which allow the sequence A [RIGHTWARDS ARROW] B [RIGHTWARDS ARROW] C [RIGHTWARDS ARROW] D ( ...