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Whiting reaction

The Whiting reaction is an organic reaction converting a propargyl diol into a diene using lithium aluminium hydride.

This organic reduction has been applied in the synthesis of fecapentaene, a suspected cause of colon cancer:

Protecting groups are tetrahydropyranyl and TBSMS; the final step is deprotection with tetra-n-butylammonium fluoride.

References