Radical Cyclization of Alkene‐Tethered Ketones Initiated by Hydrogen‐Atom Transfer | Zendy

Saladrigas Mar | Zendy; Bosch Caroline | Zendy; Saborit Gisela V. | Zendy; Bonjoch Josep | Zendy; Bradshaw Ben | Zendy

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Radical Cyclization of Alkene‐Tethered Ketones Initiated by Hydrogen‐Atom Transfer

Author(s) -

Saladrigas Mar,

Bosch Caroline,

Saborit Gisela V.,

Bonjoch Josep,

Bradshaw Ben

Publication year - 2018

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201709659

Subject(s) - alkene , chemistry , hydrogen atom , steric effects , selectivity , ring (chemistry) , hydrogen bond , radical cyclization , photochemistry , catalysis , medicinal chemistry , stereochemistry , molecule , organic chemistry , group (periodic table)

An unprecedented C−C coupling reaction between alkenes and ketones by hydrogen‐atom transfer, using Fe(acac) 3 and PhSiH 3 in EtOH, is described. This mild protocol features high site selectivity and allows the construction of sterically congested structures containing tertiary alcohols and quaternary centers. The overall process introduces a novel strategic bond disconnection for ring‐closing reactions.

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