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Steroids, XLI. Neighbouring Group Participation, X. Neighbouring Group Participation and Fragmentation During the Solvolysis of the Epimers of 3-Methoxy-16-(tolylsulfonyloxymethyl)-estra-1,3,5(10)-trien-17-ol

✍ Scribed by Schneider, Gyula ;Hackler, LÁSzló ;Wölfling, János ;Bottka, SÁNdor ;Sohár, PÁL


Publisher
John Wiley and Sons
Year
1989
Tongue
English
Weight
505 KB
Volume
1989
Category
Article
ISSN
0947-3440

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Solvolysis of the p-toluencsulfonate Id in acetic acid and in dinicthyl sulfoxide yields 5b with inversion at C-17. The conversion can be explained by a neighbouring group participation characterized by the general symbol (Ad-6). In order to confirm the participation of the 16a-acetoxymethyl group i