ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Upon irradiation of an ethanolic solution of 3β-hydroxy-11-oxo-lanostane(1) with ultraviolet light and subsequent acetylation of the crude reaction mixture, a single tertiary alcohol, the 11,18-cyclobutanol derivative 4, could be isolated in about 40% yield (corrected for recovered starting material). According to previous findings[4] and in contrast to this result, the steroidal 4,4-dimethyl-ketone 15 is exclusively converted into the 11,19-cyclobutanol 16. It is assumed that the additional methyl group in the 14α position of 1 causes this shift of the selective attack in the photo-chemical cyclization process from CH3-19 to CH3-18.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19650480406
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