Enantioselective Synthesis of [6]Carbohelicenes

Gonzales-Fernandes, Elisa; Nicholls, Leo D.M.; Schaaf, Lukas D.; Farès, Christophe; Lehmann, Christian W.; Alcarazo, Manuel

doi:10.1021/jacs.6b12443

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Enantioselective Synthesis of [6]Carbohelicenes

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Farès, Christophe
Service Department Farès (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Lehmann, Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Gonzales-Fernandes, E., Nicholls, L. D., Schaaf, L. D., Farès, C., Lehmann, C. W., & Alcarazo, M. (2017). Enantioselective Synthesis of [6]Carbohelicenes. Journal of the American Chemical Society, 139(4), 1428-1431. doi:10.1021/jacs.6b12443.

Cite as: https://hdl.handle.net/11858/00-001M-0000-002E-9CBA-A

Abstract

The use of α-cationic phosphonites derived from TADDOL as ancillary ligands has allowed a highly regio- and enantioselective synthesis of substituted [6]carbohelicenes by sequential Au-catalyzed intramolecular hydroarylation of diynes. Key for these results is the modular structure of these new ligands, and the enhanced reactivity that they impart to Au(I)-centers after coordination.