First Brønsted acid catalyzed asymmetric aldol reaction: a complementary approach to enamine catalysis.

Guillaume Pousse (1) , Fabien Le Cavelier (1) , Luke Humphreys (2) , Jacques Rouden (1) , Jérôme Blanchet (1)

1 LCMT - Laboratoire de chimie moléculaire et thioorganique
2 GSK

A syn-enantioselective aldol reaction has been developed using Brønsted acid catalysis based on H(8)-BINOL-derived phosphoric acids. This method affords an efficient synthesis of various beta-hydroxy ketones, some of which could not be synthesized using enamine organocatalysis.

Domaines: Chimie organique

Guillaume Pousse, Fabien Le Cavelier, Luke Humphreys, Jacques Rouden, Jérôme Blanchet. First Brønsted acid catalyzed asymmetric aldol reaction: a complementary approach to enamine catalysis.. Organic Letters, 2010, 12 (16), pp.3582-5. ⟨10.1021/ol101176j⟩. ⟨hal-00871125⟩