LiAlH4, reaction with alkyne-alcohols

Types of reactions we meet elsewhere in the book include the reduction of a,p-unsaturated carbonyl compounds prepared by the aldol or Wittig reactions. The cyclic enone 14, prepared by a Robinson annelation is reduced regio- and stereo-selectively by LiAlH4 to the allylic alcohol2 15. The reduction of acetylenic alcohols 16, prepared by addition of metallo-alkynes to aldehydes, also with LiAlH4 is -selective (chapter 15) giving the allylic alcohol3 -17. 

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