Cationic cyclization of deuterated manool
- 1 April 1969
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 47 (7) , 1189-1194
- https://doi.org/10.1139/v69-193
Abstract
A test of the mechanism of acid-catalyzed cyclization of manool to 14α-hydroxyhibane was achieved by synthesis and cyclization of 7,7,9,17,17-pentadeuteriomanool. The reaction involves initial formation of a cyclooctenyl cation, an unusual in vitro step. The mass spectrum of the deuterated manool in relation to that of manool was used to analyze its fragmentation.Keywords
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