alpha-benzoyloxy- and alpha-methoxy-substituted glycine derivatives as atypical substrates for free-radical reactions with stannanes

Citation
Cj. Easton et Sc. Peters, alpha-benzoyloxy- and alpha-methoxy-substituted glycine derivatives as atypical substrates for free-radical reactions with stannanes, PHOSPHOR SU, 151, 1999, pp. 157-166
Citations number
14
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
151
Year of publication
1999
Pages
157 - 166
Database
ISI
SICI code
1042-6507(1999)151:<157:AAAGDA>2.0.ZU;2-5
Abstract
alpha-Benzoyloxy- and alpha-methoxy-substituted glycine derivatives undergo homolytic reactions with tributyltin hydride to give the reduction product . With allyltributyltin they afford the product of allyl group transfer and the corresponding dimeric glycine derivative, while their reactions with h exabutylditin and di-tert-butyl disulfide afford the dimer and the alpha-te rt-butylthio-substituted glycine derivative. The free-radical nature of the se reactions is most clearly demonstrated in the formation of the glycine d imer.