Oxidative cyclizations: the asymmetric synthesis of (-)-alliacol A
John Mihelcic1, Kevin D Moeller
1Department of Chemistry, Washington University, St. Louis, Missouri 63130, USA.
Journal of the American Chemical Society
|July 22, 2004
Abstract:
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.
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