β-Cyclodextrin-NHC-Au(I)-Catalyzed Enantioconvergent 1,5-Enyne Cycloisomerizations
Mehdi Koohgard1, Lukas Enders1,2, Natalia Del Rio1
1Sorbonne Université, CNRS, Institut Parisien de Chimie Moléculaire, 4 place Jussieu, 75005 Paris, France.
Abstract:
Enantioconvergent transformations from racemic mixtures are attractive since they allow the generation of optically active products with full conversion despite the possibly adverse kinetic resolution process. When dealing with gold(I)-catalyzed cycloisomerizations, chirality transfer from the precursor is another possible diverting pathway, which renders enantioconvergence challenging. Not surprisingly, enantioconvergent Au(I)-catalyzed processes have remained extremely rare. Herein we show that cavity-driven catalysis using β-cyclodextrin-NHC-Au(I) complexes brings opportunities to conduct highly enantioconvergent cycloisomerizations of 1,5-enynes, -enynols, and, -enynyl esters.
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