A Tin‐Free Regioselective Radical De‐ O ‐benzylation by an Intramolecular Hydrogen Atom Transfer on Carbohydrate Templates | Zendy

Attouche Angie | Zendy; Urban Dominique | Zendy; Beau JeanMarie | Zendy

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A Tin‐Free Regioselective Radical De‐ O ‐benzylation by an Intramolecular Hydrogen Atom Transfer on Carbohydrate Templates

Author(s) -

Attouche Angie,

Urban Dominique,

Beau JeanMarie

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201301783

Subject(s) - intramolecular force , regioselectivity , chemistry , tin , template , hydrogen atom , carbohydrate , photochemistry , stereochemistry , catalysis , organic chemistry , materials science , nanotechnology , group (periodic table)

Radically selective : A remarkable 1,7‐hydrogen atom transfer of a benzylic hydrogen atom to an O‐silylmethylene radical initiates a regioselective de‐ O ‐benzylation of benzylated saccharides. The reaction terminates by an ionic mechanism and is general for hydroxy benzylated substrates having a variety of functional groups.

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