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American Chemical Society, Journal of Organic Chemistry, 9(80), p. 4661-4671, 2015

DOI: 10.1021/acs.joc.5b00564

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Modular Approach to Reductive Csp2–H and Csp3–H Silylation of Carboxylic Acid Derivatives through Single-Pot, Sequential Transition Metal Catalysis

Journal article published in 2015 by Yuanda Hua, Seongjeong Jung, James Roh, Junha Jeon ORCID
This paper was not found in any repository; the policy of its publisher is unknown or unclear.
This paper was not found in any repository; the policy of its publisher is unknown or unclear.

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Abstract

We report a modular approach to catalytic reductive Csp2-H and Csp3-H silylation of carboxylic acid derivatives encompassing esters, ketones, and aldehydes. Choice of a sequence of either Ir(I)/Rh(I) or Rh(I)/Rh(I) leads to either exhaustive reductive ester or reductive ketone/aldehyde silylation, respectively. Notably, a catalyst-controlled direct formation of doubly reduced silyl ethers is presented, specifically via Ir-catalyzed exhaustive hydrosilylation. The resulting silyl ethers undergo Csp2-H and benzylic Csp3-H silylation in a single vessel.