Approaches to the synthesis of triterpenoids. VI. The synthesis of 3,3,10aβ-trimethyl-l,2,3,4,4aβ,5,8,9,10,10a-decahydrophenanthren-7(6H)-one, a potential intermediate for pentacyclic triterpene synthesis
- 15 March 1981
- journal article
- research article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 59 (6) , 1010-1017
- https://doi.org/10.1139/v81-147
Abstract
Investigations of the CDE ring construction of naturally occurring triterpenoids are described. The efficient synthesis of 3,3,10a.beta.-trimethyl-1,2,3,4,4a.beta.,5,8,9,10,10a-decahydrophenanthren-7(6H)-one (25) was achieved. The D/E ring junction of the molecule and that of related compounds were established by the use of 13C NMR spectra. The synthetic intermediate 25 can be considered as a key substance for a synthetic entry to friedelin in addition to .beta.-amyrin.This publication has 1 reference indexed in Scilit:
- Approaches to the synthesis of triterpenoids. III. Some cis-decalins corresponding to rings D and E of some pentacyclic triterpenesCanadian Journal of Chemistry, 1978