Pentadienylnitrobenzyl and pentadienylnitropiperonyl photochemically removable protecting groups

Authors
Pirrung, MC Lee, YR Park, K Springer, JB
Citation
Mc. Pirrung et al., Pentadienylnitrobenzyl and pentadienylnitropiperonyl photochemically removable protecting groups, J ORG CHEM, 64(14), 1999, pp. 5042-5047
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
14
Year of publication
1999
Pages
5042 - 5047
Database
ISI
SICI code
0022-3263(19990709)64:14<5042:PAPPR>2.0.ZU;2-V
Abstract
New photochemically removable: protecting groups have been developed based on classical nitrobenzyl compounds modified by the inclusion of a pentadien yl group. It serves to trap through an internal Diels-Alder reaction the ni troso group produced as part of the photochemical deprotection process, pre venting its further photochemistry or chemical reactions with nucleophiles.