SYNTHESIS AND INTRAMOLECULAR PHOTOCYCLOADDITIONS OF 2-ACYLOXY-3-HEXENOYL CYCLOHEXENONES - DIASTEREOSELECTIVITY IN THE INTRAMOLECULAR [2-PHOTOCYCLOADDITIONS OF ALKENES AND CYCLOHEXENONES TETHERED BY 4 ATOMS(2])

Authors
CRIMMINS MT KING BW WATSON PS GUISE LE
Citation
Mt. Crimmins et al., SYNTHESIS AND INTRAMOLECULAR PHOTOCYCLOADDITIONS OF 2-ACYLOXY-3-HEXENOYL CYCLOHEXENONES - DIASTEREOSELECTIVITY IN THE INTRAMOLECULAR [2-PHOTOCYCLOADDITIONS OF ALKENES AND CYCLOHEXENONES TETHERED BY 4 ATOMS(2]), Tetrahedron, 53(26), 1997, pp. 8963-8974
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
26
Year of publication
1997
Pages
8963 - 8974
Database
ISI
SICI code
0040-4020(1997)53:26<8963:SAIPO2>2.0.ZU;2-6
Abstract
The intramolecular [2+2] photocycloaddition of 2-acyloxy-2-3-hexenoylc yclohexenones has been shown to be highly diastereoselective. The cycl oadditions produce exclusively cis fused products and the sense and le vel of selectivity is consistent with a molecular mechanics model for initial bond formation in the stepwise cycloaddition. (C) 1997 Elsevie r Science Ltd.