F Isobutyryl chloride

Exposure of 9p, 19-cyclopregnane-1 la-ol diketal (340) to similar reaction conditions produced homoallyl alcohol (341), analogous in structure to N-3-isobutyryl buxaline-F (332), in high yield 434). Although a small amount (9—14%) of the transoid diene corresponding to (331) appeared to have been formed (UV evidence) in the reaction of (340) with tosyl chloride in pyridine, this compound could not be isolated. The major product (35%) was the A olefin with the cyclopropane ring intact. 

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