Journal of the American Chemical Society, Vol.126, No.29, 9106-9111, 2004
Oxidative cyclizations: The asymmetric synthesis of (-)-allialcol A
A tandem anodic coupling-Friedel-Crafts alkylation strategy has been used to rapidly complete the asymmetric synthesis of alliacol A. The anodic oxidation reaction allowed for the generation of a new bond between two nucleophiles. In the synthesis, the absolute stereochemistry of the final natural product is set relative to a methyl group that is incorporated early in the sequence using an asymmetric Michael reaction.