Highly regio- and diastereoselective anionic [3 + 2] cycloaddition under phase transfer catalytic conditions.

Vincent Gembus (1) , Svetlana Postikova , Vincent Levacher (2) , Jean-François Brière (2)

1 AHHBO - Asymétrie, hétérocycles, hétérochimie et bio-organique
2 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

A highly trans and regioselective anionic formal [3 + 2] cycloaddition was achieved with allylic sulfones having an MBH acrylamide backbone under phase transfer organocatalytic conditions giving rise to the formation of unprecedented densely substituted cyclopentene derivatives.

Domaines: Chimie organique

Vincent Gembus, Svetlana Postikova, Vincent Levacher, Jean-François Brière. Highly regio- and diastereoselective anionic [3 + 2] cycloaddition under phase transfer catalytic conditions.. Journal of Organic Chemistry, 2011, 76 (10), pp.4194-4199. ⟨10.1021/jo2005268⟩. ⟨hal-00992154⟩