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The alumina-catalyzed addition of diazomethane to steroidal ketones

โœ Scribed by Phillip A. Hart; Robert A. Sandmann

Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
111 KB
Volume
10
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

In connection with an investigation of easy methods for the preparation of B and C-homosteroids, we studied the alumina-catalyzed (1) addition of diazomethane to several steroidal ketones. During these studies a specificity for epoxide formation was observed that was apparently a combined function of the catalyst as well as the A-B ring fusion. The alumina-catalyzed (Woelm, neutral, activity I) reaction of 5pandrostan-17p-ol-3-one, l_, (2) with excess distilled diazomethane in ether** resulted in a three-component mixture. Silica gel chromatography afforded a small amount of A-homo-5p-androstan-17p-ol-4-one, z;*** mp, 170-171~ bit. (3) mpf 172.5-173q

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