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N-Heterocyclic Olefin Catalyzed Silylation and Hydrosilylation Reactions of Hydroxyl and Carbonyl Compounds

Uǧur Kaya, Uyen P. N. Tran, Dieter Enders, Junming Ho and Thanh V. Nguyen*

*School of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia,

U. Kaya, U. P. N. Tran, D. Enders, J. Ho, T. V. Nguyen, Org. Lett., 2017, 19, 1398-1401.

DOI: 10.1021/acs.orglett.7b00306 (free Supporting Information)

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N-Heterocyclic olefins (NHOs) are promising organocatalysts with strong nucleophilicity and Brønsted basicity. NHOs are efficient promoters for a direct dehydrogenative silylation of alcohols or hydrosilylation of carbonyl compounds. Preliminary results of an asymmetric dehydrogenative silylation are also discussed.

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proposed mechanism

Key Words

Silylethers, organocatalysis

ID: J54-Y2017