Abstract
Some α,α-disubstituted
stilbenes were reduced with lithium, sodium or
potassium in anhydrous liquid ammonia by two procedures: (A) the alkali metal
was added to a solution of the stilbene in
ammonia/tetrahydrofuran; and (B) a solution of the stilbene
in tetrahydrofuran was added to a preformed blue solution of the alkali metal
in ammonia. For the more sterically crowded stilbenes the ratio of bibenzyl diastereoisomers formed
differed according to the alkali metal and the reduction procedure used. The
results were exploited in a synthesis of 2-14C-labelled meso-hexoestrol.
Cited by
3 articles.
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1. Effects of Sorption;Organic Chemistry in Confining Media;2013
2. Stilbenes Synthesis and Applications;Kirk-Othmer Encyclopedia of Chemical Technology;2012-01-13
3. Tetrahedron report number 224;Tetrahedron;1987-01