Highly Regio‐, Diastereo‐, and Enantioselective Gold(I)‐Catalyzed Intermolecular Annulations with N‐Allenamides at the Proximal CC Bond

Publisher: John Wiley & Sons Inc

E-ISSN: 1521-3757|127|49|15062-15065

ISSN: 0044-8249

Source: ANGEWANDTE CHEMIE, Vol.127, Iss.49, 2015-12, pp. : 15062-15065

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Abstract

AbstractA highly enantioselective gold(I)‐catalyzed intermolecular annulation of 2‐(1‐alkynyl)‐2‐alken‐1‐ones with N‐allenamides is presented. The present work represents the first example of a gold‐catalyzed annulation with the proximal CC bond of an N‐allenamide, and is distinctly different from the previously observed annulations at the distal CC bond. Interestingly, both enantiomers of the products could be obtained in good yields with high regio‐, diastereo‐, and enantioselectivity by using either diastereomer of a binol‐derived phosphoramidite as a chiral ligand.