ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Partial Syntheses of Cardenolides and Cardenolide Analogues. II. Synthesis of Cardenolide-Analogous γ-Steroidyl-ButenolidesThe synthesis of the cardenolide-analogous stereoisomeric γ-steroidyl-butenolides 5 and 6 and of the γ-steroidyl-α-methyl-butenolide 13, starting from β-ketosulfoxide 3 by alkylation with methyl bromoacetate and methyl α-bromopropionate, respectively, followed by the sodium borohydride reduction of the alkylated intermediates is described. 1,3-dipolar addition of diazomethane to 5 followed by pyrolysis of butyrolactone-pyrazoline-adduct 11 yields γ-steroidyl-β-methyl-butenolide 10, the structural isomer of 13.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19803220618