- Construction of the Bicyclooctane Ring System by an Intramolecular Diels-Alder Reaction - A Synthetic Approach to Atisane
-
1,2,3,4-Tetrahydro-6,7-dimethoxy-1-(3-methoxybenzyl)-2-methylisoquinoline (3) was converted into the olefinic enone (7).After formation of the corresponding silyl enol ether (8), intramolecular Diels-Alder reaction of the triene (8) produced two stereoisomers of 3,10-ethano-3,4,4a,9,10,10a-hexahydro-6,7-dimethoxyphenanthren-2(1H)-one (9), one of which was transformed into the exomethylene (13) and the olefinic methyl compound (16).
- Ihara, Masataka,Toyota, Masahiro,Fukumoto, Keiichiro,Kametani, Tetsuji,Honda, Toshio
-
p. 2263 - 2277
(2007/10/02)
-
- SYNTHETIC APPROACH TO DITERPENE ALKALOIDS - A SIMPLE AND NOVEL SYNTHESIS OF THE A, B, C AND D RING PART FROM 1-BENZYL-1,2,3,4-TETRAHYDROISOQUINOLINE
-
The synthesis of the A, B, C and D ring part (13) of diterpene alkaloid atisine (5) from 1-benzyl-1,2,3,4-tetrahydroisoquinoline (6) by use of an intramolecular Diels-Alder reaction is described.
- Kametani, Tetsuji,Honda, Toshio,Fukumoto, Keiichiro,Toyota, Masahiro,Ihara, Masataka
-
p. 1673 - 1676
(2007/10/02)
-