17-HYDROXYLUPANINE AND 17-OXYLUPANINE
- 1 March 1954
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 32 (3) , 235-241
- https://doi.org/10.1139/v54-031
Abstract
Silver oxide has been shown to oxidize lupanine to 17-hydroxylupanine. This base gives an anhydronium perchlorate identical with the "dehydrolupanine (NBS)" perchlorate of Marion and Leonard. 17-Oxylupanine is described, and, from the observation that it can be reduced catalytically to oxysparteine, the stereochemistry of aphylline and oxysparteine is deduced. The basic strength of tertiary carbinolamines is discussed.Keywords
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