Endiyne Alcohols

The methodology is extended where 2 equiv of endiyne alcohol undergoes cross-coupling with variety of aryliodides. The sequences enhance the versatility and flexibility of this synthetic methodology for preparation of an array of condensation adducts (Chart 6.15) [1]. 

The cyclopentene derivatives are prepared by reacting the conjugated cyclo-pentenal, as depicted in Chart 6.16 [2]. 

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In an attempt to prepare carhna oxide from an a-endiynic alcohol, by a similar reaction, it was found that the trans form of the alcohol (LIV) did not cychze, but that the cis form yielded the compound (LV) isomeric with carhna oxide (Jones, i960). 

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