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An unexpected acyloin rearrangement and oxidation of a camphor derivative

Authors :
John M. McIntosh
Kenneth C. Cassidy
Source :
Canadian Journal of Chemistry. 69:1315-1319
Publication Year :
1991
Publisher :
Canadian Science Publishing, 1991.

Abstract

The trimethylsiyl ether 7 derived in two steps from camphor underwent ring expansion via an acylion rearrangement to afford two products (8 and 9) when desilylation was attempted. Compound 9 was stable but 8 was oxidized in air to homocamphoric acid anhydride 11. Key words: camphor, acyloin rearrangement.

Details

ISSN :
14803291 and 00084042
Volume :
69
Database :
OpenAIRE
Journal :
Canadian Journal of Chemistry
Accession number :
edsair.doi...........434c186808c3ebaa476e4438eee8a80d
Full Text :
https://doi.org/10.1139/v91-195