Application of chiral tethers to intramolecular [2+2] photocycloadditions:synthetic approach to (-)-italicene and (+)-isoitalicene

Authors
Faure, S Piva, O
Citation
S. Faure et O. Piva, Application of chiral tethers to intramolecular [2+2] photocycloadditions:synthetic approach to (-)-italicene and (+)-isoitalicene, TETRAHEDR L, 42(2), 2001, pp. 255-259
Citations number
28
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
2
Year of publication
2001
Pages
255 - 259
Database
ISI
SICI code
0040-4039(20010108)42:2<255:AOCTTI>2.0.ZU;2-U
Abstract
synthetic approach to (-)-italicene and (+)-isoitalicene, sesquiterpenes wh ich possess the rare tricyclo[5.4.0.0(1,5)] undecane skeleton has been deve loped using as key step a highly regio- and diastereoselective [2+2] photoc ycloaddition. (S)-Lactic acid plays the role of a chiral removable tether g roup during the building of the cyclobutane ring. (C) 2000 Elsevier Science Ltd. All rights reserved.