Double catalytic enantioselective transformations are powerful synthetic methods that can facilitate the construction of stereochemically-complex molecules in a single operation. In this paper, the use of a double stereoablative enantioselective alkylation reaction in a concise synthesis of the marine diterpenoid (−)-cyanthiwigin F is reported. The key step involves the conversion of a complicated mixture of racemic and meso diastereomers into a synthetically useful intermediate with exceptional enantiomeric excess.
- John A. Enquist Jr
- Brian M. Stoltz