Asymmetric Synthesis of Homopropargyl Alcohols

The high synthetic utility of alcohols 38 stems from the fact that terminal alkynes are among the most versatile functional groups for the further elaboration of a carbon skeleton. Asymmetric synthesis of alcohols 38 from aldehydes with the concurrent formation of the two stereogenic C atoms has been accomplished mainly by two methods. The first features synthesis of chiral nonracemic allenylmetal compounds from the corresponding chiral nonracemic propargyl alcohols and addition of the former to aldehydes [26] and the second method in- 

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Scheme 1.3.17 Asymmetric synthesis of homopropargyl alcohols via a-elimination of alkylidene aminosulfoxonium ylides.

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