Dirhodium(II)-catalyzed carbonyl ylide generation. Stereoelectronic control in dioxolane formation |
| |
| Authors: | M P Doyle D C Forbes K R Xavier |
| |
| Institution: | (1) Department of Chemistry, Trinity University, 78212 San Antonio, Texas, USA;(2) Department of Chemistry, The University of Arizona, P. O. Box 210041, 85721-0041 Tucson, AZ, USA |
| |
| Abstract: | The combination of ethyl diazoacetate with aryl aldehydes in the presence of copper(I) or rhodium(II) catalysts results in
the formation of 1,3-dioxolane products in moderate to good yields. These reactions occur through a pathway that involves
ylide intermediates. Catalyst-dependent diastereocontrol is observed and suggests that metal-associated ylides are involved
in the product-determining step. The influence of aryl aldehyde substituents has been determined.
Current address.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 961–965, May, 1998. |
| |
| Keywords: | carbonyl ylides metal-associated ylides dipolar addition rhodium(II) catalysts cooper(I) hexafluorophosphate ethyl diazoacetate metal carbenes |
| 本文献已被 SpringerLink 等数据库收录！ |
|
