Selective Reduction of Esters to Aldehydes under the Catalysis of Well-Defined NHC-Iron Complexes. - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Angewandte Chemie International Edition Année : 2013

Selective Reduction of Esters to Aldehydes under the Catalysis of Well-Defined NHC-Iron Complexes.

Résumé

A simple methodol. for the chemoselective redn. of esters to aldehydes with a N-heterocyclic-carbene-iron complex, such as [(IMes)-Fe(CO)4], as the catalyst (1 mol%) in the presence of a secondary silane (diethylsilane or diphenylsilane) as the reducing agent. has been developed. This reaction occurs at room temp. under UV irradn. with both arom. and aliph. esters. Notably, this catalytic system also permitted the efficient and selective redn. of lactones to lactols. Exptl. evidence indicated that the hydrosilylation occurs by oxidative addn. of the hydrosilane to an unsatd. NHC-Fe species to yield a silyl iron hydride complex. [on SciFinder(R)]

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Dates et versions

hal-01069952 , version 1 (30-09-2014)

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Haoquan Li, Luis C. Misal Castro, Jianxia Zheng, Thierry Roisnel, Vincent Dorcet, et al.. Selective Reduction of Esters to Aldehydes under the Catalysis of Well-Defined NHC-Iron Complexes.. Angewandte Chemie International Edition, 2013, 52, pp.8045--8049. ⟨10.1002/anie.201303003⟩. ⟨hal-01069952⟩
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