Question

The tetracyclic α,β-unsaturated aldehyde on the right side of the equation is a key intermediate in one of the total syntheses of cholesterol. Please provide a detailed mechanism for its formation by the route illustrated employing piperidine as the promoter. Also, please show how the unsaturated aldehyde can be converted into cholesterol.

Me Me CHO CHO Mel H ZI Me CHO I ACOH Me Me HO Cholesterol

Answer 1

S.D.S. Page Date: / aldehyde con Answeto x , B- un Saturated awoeste to. -CHO A Acor Sodium dichzomare रहे e hon Diaromethane treatment उर me Sodium Borohydride the Allyl alcohol o UN compound oppenater xidation Mydlogenation Adams Catality Me 5

Sodium xido Boronya gave Ketone Hytbolysis followed by acylation 9 O Achणेरी ܟܢܬܝܥܓܝܥܦܠܥܠܓܝܓ ACO
a