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Synthesis of Cardiopetaline via a Wagner-Meerwein Rearrangement without Preactivation of the Pivotal Hydroxy Group.
- Source :
-
Organic Letters . 11/3/2017, Vol. 19 Issue 21, p5833-5835. 3p. - Publication Year :
- 2017
-
Abstract
- A synthesis of cardiopetaline has been accomplished via a Wagner-Meerwein rearrangement of a diol having the denudatine skeleton. The Wagner-Meerwein rearrangement could be facilitated simply by heating the diol with p-toluenesulfonic acid in pivalic acid, without preactivating the pivotal hydroxy group. This strategy does not require differentiation of several hydroxy groups in the substrate for the Wagner-Meerwein rearrangement and could be applied to the synthesis of more highly oxygenated aconitine-type diterpenoid alkaloids. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 15237060
- Volume :
- 19
- Issue :
- 21
- Database :
- Academic Search Index
- Journal :
- Organic Letters
- Publication Type :
- Academic Journal
- Accession number :
- 126093331
- Full Text :
- https://doi.org/10.1021/acs.orglett.7b02812