Abstract
| - The first synthesis of the shark repellent pavoninin-4, 3, was achieved in 12 steps with 21% overallyield from diosgenin, 8. Key reactions involve an efficient synthesis of the C-15α hydroxyl steroidfrom a C-16β hydroxyl steroid by an unexpected 1,2-transposition strategy, a stereospecificglycosylation of a hindered C-15α alcohol using glycosyl fluoride as a glycosyl donor and a highlychemoselective acetylation of the C-26 primary alcohol by catalytic transesterification.
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