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FLP-Catalyzed Transfer Hydrogenation of Silyl Enol Ethers.

ABSTRACT: Herein we report the first catalytic transfer hydrogenation of silyl enol ethers. This metal free approach employs tris(pentafluorophenyl)borane and 2,2,6,6-tetramethylpiperidine (TMP) as a commercially available FLP catalyst system and naturally occurring γ-terpinene as a dihydrogen surrogate. A variety of silyl enol ethers undergo efficient hydrogenation, with the reduced products isolated in excellent yields (29 examples, 82 % average yield).

SUBMITTER: Khan I

PROVIDER: S-EPMC6207922 | biostudies-literature | 2018 Sep

REPOSITORIES: biostudies-literature

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FLP-Catalyzed Transfer Hydrogenation of Silyl Enol Ethers.

Khan Imtiaz I Reed-Berendt Benjamin G BG Melen Rebecca L RL Morrill Louis C LC

Angewandte Chemie (International ed. in English) 20180824 38

Herein we report the first catalytic transfer hydrogenation of silyl enol ethers. This metal free approach employs tris(pentafluorophenyl)borane and 2,2,6,6-tetramethylpiperidine (TMP) as a commercially available FLP catalyst system and naturally occurring γ-terpinene as a dihydrogen surrogate. A variety of silyl enol ethers undergo efficient hydrogenation, with the reduced products isolated in excellent yields (29 examples, 82 % average yield). ...[more]

PMID: 30106498

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