Facile installation of the phosphonate and (alpha,alpha-difluoromethyl)phosphonate functionalities equipped with benzyl protection

Authors
Berkowitz, DB Bhuniya, D Peris, G
Citation
Db. Berkowitz et al., Facile installation of the phosphonate and (alpha,alpha-difluoromethyl)phosphonate functionalities equipped with benzyl protection, TETRAHEDR L, 40(10), 1999, pp. 1869-1872
Citations number
53
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
10
Year of publication
1999
Pages
1869 - 1872
Database
ISI
SICI code
0040-4039(19990305)40:10<1869:FIOTPA>2.0.ZU;2-P
Abstract
Under appropriate conditions, dibenzyl (lithiomethyl)phosphonate and dibenz yl (lithiodifluoromethyl)phosphonate displace primary triflates to provide convenient access to the corresponding phosphonates, carrying benzyl ester protecting groups. This approach is of particular advantage for phosphonate ester deprotection, which may be achieved by simple hydrogenolysis. (C) 19 99 Elsevier Science Ltd. All rights reserved.