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Open Access Tin-free Alternatives to the Barton-McCombie Deoxygenation of Alcohols to Alkanes Involving Reductive Electron Transfer

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Echoing the recent celebration of the fortieth anniversary of the Barton-McCombie reaction, this review aims to explore another facet of radical processes for deoxygenation of alcohols by considering SET (single electron transfer) reduction of carboxylic ester, thiocarbonate and thiocarbamate derivatives. Various protocols have been developed relying on the use of organic and organometallic SET reagents, electrochemical conditions, photoinduced electron transfer processes and visible-light photoredox catalysis. Applications to the synthesis of molecules of interest provide a glimpse into the scope of these different approaches.

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Keywords: ALCOHOLS; DEOXYGENATION; ELECTRON TRANSFER; RADICALS; REDUCTION

Document Type: Research Article

Affiliations: 1: Institut Parisien de Chimie Moléculaire (UMR CNRS 8232) UPMC Univ-Paris 06, Sorbonne Universités 4 Place Jussieu, C. 229, 75005 Paris, France 2: Institut Parisien de Chimie Moléculaire (UMR CNRS 8232) UPMC Univ-Paris 06, Sorbonne Universités 4 Place Jussieu, C. 229, 75005 Paris, France;, Email: [email protected]

Publication date: February 1, 2016

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  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

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