Issue 15, 1984

Alkoxide accelerated 1,5-sigmatropy of alkyl, vinyl, aryl, and cyclopropyl groups

Abstract

The alkoxides (1a–e) undergo accelerated 1,5-shifts in hexamethylphosphoric triamide (HMPA) at 20 °C, and the alkoxides (6a–c) rearrange similarly in HMPA at 80–95 °C; the stereopecificity of the rearrangements and the exclusive formation of 2,2-disubstituted indanones (8) form (6) testify to the concerted nature of these shifts.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1984, 990-992

Alkoxide accelerated 1,5-sigmatropy of alkyl, vinyl, aryl, and cyclopropyl groups

P. J. Battye and D. W. Jones, J. Chem. Soc., Chem. Commun., 1984, 990 DOI: 10.1039/C39840000990

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