ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Selective Reactions of the Tetranortriterpenes Busseins A und BBussein A (1) was transformed to the 1′-O- and 2-O-acetyl and the 1′-O - and 2-O-chloroacetyl derivatives 3,5,4, and 6, respectively. By hydrolysis with H2SO4 in MeOH bussein J (7) was obtained from 1 and bussein K (8) from bussein B (2). Treatment of 1 with H2SO4 in H2O and tetrahydrofuran yielded 7, the acid 9, and the dilactone 16. Hydrolysis of 1 with aqueous NH3 in MeOH gave 10; at higher temperature, 12, 13, and 14 were obtained as additional products. With NaOH in aqueous MeOH 7, 10, 15, and 17 - the latter being an isomer of 15 of unknown structure - were formed from 1. Photooxidation of 1 led to 20β,21β:21β,23β-diepoxybussein A (18).
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19850680225
