Nucleophilic and radical chemistry of benzylselenides: preparation of novel selenocephems and selenopenams

Authors
Carland, MW Martin, RL Schiesser, CH
Citation
Mw. Carland et al., Nucleophilic and radical chemistry of benzylselenides: preparation of novel selenocephems and selenopenams, TETRAHEDR L, 42(28), 2001, pp. 4737-4739
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
28
Year of publication
2001
Pages
4737 - 4739
Database
ISI
SICI code
0040-4039(20010709)42:28<4737:NARCOB>2.0.ZU;2-O
Abstract
Selenocephems (14 and 15) and selenopenams (18, 20, 24 and 25) can be prepa red in 18-85% yields through the intramolecular homolytic substitution of a ryl or alkyl radicals at the selenium atom in suitably-substituted 4-benzyl seleno-beta -lacrams, ol through intramolecular nucleophilic substitution b y the benzylseleno moiety in 4-halo-beta -lactam precursors. (C) 2001 Elsev ier Science Ltd. All lights reserved.