Citation
D. Laurenti et al., Synthesis of cis,cis,cis-tetrasubstituted cyclobutanes. Trapping of tetrahedral intermediates in intramolecular nucleophilic addition, J ORG CHEM, 65(20), 2000, pp. 6418-6422
Citations number
74
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263
→ ACNP
Volume
65
Issue
20
Year of publication
2000
Pages
6418 - 6422
Database
ISI
SICI code
0022-3263(20001006)65:20<6418:SOCCTO>2.0.ZU;2-S
Abstract
The intramolecular [2 + 2] photocycloaddition of bismaleimides leads to cag
e diimides 2. Nucleophilic addition on these compounds (NaBH4, RLi, or MeON
a) gives rise to various diazatetracyclic 4 and 11 or oxadiazapentacyclic 3
"bowl shaped" alcohols. X-ray analyses of 3c and 11a provide definite stru
ctural data concerning these two highly functionalized compounds.