Catalytic enantioselective desymmetrization of meso cyclic anhydrides via iridium-catalyzed hydrogenation.

Catalytic enantioselective desymmetrization of meso cyclic anhydrides via iridium-catalyzed hydrogenation.

Organic letters (2013-03-15)

Tang-Lin Liu, Wei Li, Huiling Geng, Chun-Jiang Wang, Xumu Zhang

ABSTRACT

A novel method to desymmetrize meso-anhydrides into lactones via asymmetric hydrogenation catalyzed by the Ir-C3*-TunePhos complex has been developed. Various chiral lactones were synthesized with full conversion and excellent enantioselectivity under high reaction temperature.

MATERIALS

Product Number

Brand

Product Description

209686

Sigma-Aldrich

Iridium, powder, 99.9% trace metals basis

449229

Sigma-Aldrich

Iridium, evaporation slug, diam. × L 0.6 cm × 1.2 cm, 99.9% trace metals basis

357324

Sigma-Aldrich

Iridium, foil, thickness 0.25 mm, 99.9% trace metals basis