REDUCTIVE CYCLIZATION OF ALPHA-CYCLOPROPYLKETONES WITH ALKYNYL-TETHERED AND ARYL-TETHERED SUBSTITUENTS

Authors
FAGNONI M SCHMOLDT P KIRSCHBERG T MATTAY J
Citation
M. Fagnoni et al., REDUCTIVE CYCLIZATION OF ALPHA-CYCLOPROPYLKETONES WITH ALKYNYL-TETHERED AND ARYL-TETHERED SUBSTITUENTS, Tetrahedron, 54(23), 1998, pp. 6427-6444
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
23
Year of publication
1998
Pages
6427 - 6444
Database
ISI
SICI code
0040-4020(1998)54:23<6427:RCOAWA>2.0.ZU;2-W
Abstract
Photoinduced electron transfer (PET) reactions of alpha-cyclopropyl-su bstituted ketones and triethylamine (TEA) were used to initiate the cy clopropylcarbinyl-homoallyl rearrangement. The intramolecular cyclizat ion reaction onto triple bonds was performed yielding bicyclic and spi rocyclic compounds. Furthermore, in some preliminary studies it was sh own that even intramolecular aromatic substitutions are feasible. (C) 1998 Elsevier Science Ltd. All rights reserved.