Author:
ApSimon John W.,Badripersaud Satyanand,Nguyen Tung T. T.,Pike Richard
Abstract
The synthesis of 10-methoxycarbonyl-1,7,7-trimethyl-cis-2-decaIone (6c) is described as well as that of the corresponding trans isomer. The stereochemistry of catalytic hydrogenation of the carbon–carbon double bond of Δ1,9-2-octalones is shown to be controlled by the angular substituent at position 10.The cis-decalin system is considered as a synthon for the DE ring system of certain pentacyclic triterpenes.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
9 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献
1. The Total Synthesis of Triterpenes 1973-1981;Total Synthesis of Natural Products;2007-02-20
2. IntramolecularOxidative Coupling of a Bisenolate: 4-Methyltricyclo[2.2.2.03,5]Octane-2,6-dione;Organic Syntheses;2003-04-28
3. Clemmensen Reduction. XI. Fragmentation Reactions of Some 3-Acetylcycloalkanones;Australian Journal of Chemistry;1995
4. Approaches to the total synthesis of triterpenes. VIII. The ABC + D/E approach. Synthesis and X-ray structure determination of 1β,4a β-dimethyl-7-methoxy-1α- (7′,7′-ethyleneketal-6′,6′-dimethyl-3′-ketooctyl)-3,4,4a,9,10,10aα-hexahydro- 2(l-H)phenanthrone;Canadian Journal of Chemistry;1982-02-15
5. 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;Canadian Journal of Chemistry;1981-03-15