One-pot Crabbe homologation-radical cascade cyclisation with memory of chirality

Shovan Mondal (1) , Malek Nechab (1) , Nicolas Vanthuyne (2) , Michèle P. Bertrand (1)

1 ICR - Institut de Chimie Radicalaire
2 ISM2 - Institut des Sciences Moléculaires de Marseille

The tandem Crabbe homologation-radical rearrangement of terminal enediynes leads, in a one-pot procedure, to the enantioselective synthesis of six- and seven-membered ring alpha-aminoesters bearing a quaternary stereocenter based on the phenomenon of memory of chirality.

Domains: Chemical Sciences

Shovan Mondal, Malek Nechab, Nicolas Vanthuyne, Michèle P. Bertrand. One-pot Crabbe homologation-radical cascade cyclisation with memory of chirality. Chemical Communications, 2012, 48 (19), pp.2549--2551. ⟨10.1039/c2cc17830c⟩. ⟨hal-01460405⟩