Cyanoglycosylation products of 17-O-acetyl-testosterone

Nitrile-containing natural products

“…equilibration otherwise occurs, releasing cyanide that preferentially reacts with the activated glycoside rather than the cyanohydrin. 63 An advance in this area is the demonstration that the trimethylsilyl cyanohydrin 46 can be directly glycosylated (12% yield), 62 although the process requires significant optimization before becoming synthetically viable.…”