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Beuvry, France

Pehlivan L.,University Claude Bernard Lyon 1 | Metay E.,University Claude Bernard Lyon 1 | Laval S.,University Claude Bernard Lyon 1 | Dayoub W.,University Claude Bernard Lyon 1 | And 3 more authors.
European Journal of Organic Chemistry | Year: 2011

An efficient reduction of aromatic and aliphatic esters with 1,1,3,3-tetramethyldisiloxane in combination with [MoO 2(acac) 2] or [V(O)(OiPr) 3] is reported. In the former system, the presence of triphenylphosphane oxide allows high conversion and good isolated yield to be reached. For the latter system, no ligand is necessary to obtain the corresponding alcohols with similar results. 1,1,3,3-Tetramethyldisiloxane in association with [MoO 2(acac) 2] or [V(O)(OiPr) 3] was found to efficiently reduce aliphatic and aromatic esters. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Pehlivan L.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Metay E.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Boyron O.,French National Center for Scientific Research | Demonchaux P.,Minakem SAS | And 2 more authors.
European Journal of Organic Chemistry | Year: 2011

The 1, 1, 3, 3-tetramethyldisiloxane/Pd/C system is reported here as a new method to accomplish the ring-opening of ethers and epoxides to give protected alcohols. The approach can also be used for the protection of primary or secondary alcohols and for the reduction of aldehydes and ketones to obtain alkoxysilanes. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Laval S.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Dayoub W.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Pehlivan L.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Metay E.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | And 5 more authors.
Tetrahedron | Year: 2014

1,1,3,3-Tetramethyldisiloxane (TMDS) and polymethylhydrosiloxane (PMHS), when associated with titanium(IV) isopropoxide, provide two convenient systems for the reduction of nitriles into the corresponding primary amines. Kinetics of the two systems have been studied by 1H NMR and demonstrated that reduction with PMHS occurs faster than with TMDS. These two titanium-based systems reduce both aromatic and aliphatic nitriles in the presence of Br, CC, NO2, OH, and cyclopropyl-ring. In the case of cyclopropyl-nitriles, the formation of secondary amines, which come from an intermolecular reductive alkylation reaction was observed. This result was exploited for the reduction of dinitriles, which led, in one-step, to azepane, piperidine, pyrrolidine, and azetidine derivatives through an intramolecular reductive alkylation reaction. © 2013 Elsevier Ltd. All rights reserved. Source


Laval S.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Dayoub W.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Pehlivan L.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Metay E.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | And 3 more authors.
Tetrahedron Letters | Year: 2014

A simple and convenient method for the chemoselective reduction of nitriles into aldehydes using a 1,1,3,3-tetramethyldisiloxane (TMDS)/ triisopropoxyvanadium(V) oxide reducing system is described. Aromatic as well as aliphatic nitriles are reduced into the corresponding aldehydes in moderate to good yields. © 2013 Elsevier Ltd. All rights reserved. Source


Pehlivan L.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Metay E.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Delbrayelle D.,Minakem SAS | Mignani G.,Rhodia | Lemaire M.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
European Journal of Organic Chemistry | Year: 2012

An efficient reduction followed by cyclization of diacid compounds with the InBr 3/TMDS system is reported. This system allows the formation of five- and six-membered ring ethers substituted in the 3- or 4-position. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source

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