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The electron impact induced cleavage of the C-17—C-20 bond and D-ring in trimethylsilyl derivatives of C21 steroids. Reciprocal exchange of trimethylsilyl groups

✍ Scribed by Paul Vouros; D. J. Harvey


Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
703 KB
Volume
7
Category
Article
ISSN
1076-5174

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✦ Synopsis


The cleavage of the C-17-C-20 bond in the trimethylsilyl derivatives of C,, steroids has been investigated with the aid of isotopic labelling. A significant amount of reciprocal exchange was observed between trimethylsilyl groups or hydrogen atoms on the 20-0and 17-0-positions. The loss of positional identity of these groups was found to influence the specificity of fragmentation reactions associated with the 17P-sidechain and the D-ring. It is supposed that the interchange of these silpl groups is facilitated by donation of the non-bonding electrons on oxygen to the empty d orbitals of silicon.