HIGHLY SELECTIVE SYNTHESIS OF POLYFUNCTIONALIZED CARBOCYCLES AND HETEROCYCLES BASED ON RING EXPANSION OF SQUARIC ACID-DERIVATIVES

Authors
OHNO M YAMAMOTO Y EGUCHI S
Citation
M. Ohno et al., HIGHLY SELECTIVE SYNTHESIS OF POLYFUNCTIONALIZED CARBOCYCLES AND HETEROCYCLES BASED ON RING EXPANSION OF SQUARIC ACID-DERIVATIVES, Synlett, (11), 1998, pp. 1167
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
11
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):11<1167:HSSOPC>2.0.ZU;2-5
Abstract
A new method was developed for the derivatization of squaric acid (1) by the Lewis acid-catalyzed reaction of such acid systems with unsatur ated organosilanes to give 4-hydroxy-2-cyclobutenones. For the ring ex pansion of such products, radical- and cation-mediated reactions as we ll as a thermal reaction were scrutinized and found to produce 2-(5H)- furanone and 4-cyclopentene-1,3-dione derivatives.