Issue 23, 1976

2-Phenylthioallyl alcohols and their use in the synthesis of 1,4-diketones and cyclopentenones

Abstract

1-Phenylthiovinyl-lithium adds to n-hexanal to give the allylic alcohol (II) that undergoes the Carroll and Claisen rearrangement with formation of the carbonyl compounds (IV) which can be converted into dihydrojasmone (VIa) and 2-n-pentylcyclopent-2-enone (VIb) by hydrolysis and cyclisation.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1976, 990a-990a

2-Phenylthioallyl alcohols and their use in the synthesis of 1,4-diketones and cyclopentenones

R. C. Cookson and P. J. Parsons, J. Chem. Soc., Chem. Commun., 1976, 990a DOI: 10.1039/C3976000990A

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