Enantioselective cyclization of enamide-ynes and application to the synthesis of the kopsifoline core.

Enantioselective cyclization of enamide-ynes and application to the synthesis of the kopsifoline core.

Tetrahedron (2013-06-19)

Britton K Corkey, Stephen T Heller, Yi-Ming Wang, F Dean Toste

PMID23772095

ABSTRACT

We report the palladium-catalyzed enantioselective cyclization of 1,6-enamidynes to form spirocyclic ring systems. We applied this methodology to the concise synthesis of the skeletal core of the kopsifoline alkaloids.

MATERIALS

Product Number

Brand

Product Description

73033AST

Supelco

Astec^® CHIRALDEX^™ G-TA Capillary GC Column, L × I.D. 30 m × 0.25 mm, d_f 0.12 μm

73032AST

Supelco

Astec^® CHIRALDEX^™ G-TA Capillary GC Column, L × I.D. 20 m × 0.25 mm, d_f 0.12 μm

73035AST

Supelco

Astec^® CHIRALDEX^™ G-TA Capillary GC Column, L × I.D. 50 m × 0.25 mm, d_f 0.12 μm