E. Blaszczyk, H. Krawczyk, T. Janecki
Nov 8, 2004
Citations
0
Influential Citations
5
Citations
Journal
Synlett
Abstract
Michael addition of various nitroalkanes 7a-f to ethyl (2-diethoxyphosphoryl)acrylate (6) gave 2-diethoxyphosphoryl-4-nitroalkanoates 8a-f. Transformation of the nitro functionality into hydroxy or amino group and cyclization yielded 3-(diethoxyphosphoryl)tetrahydro-2-furanones lla-e or 3-(diethoxyphosphoryl)pyrrolidin-2-ones 14a-e, respectively. These compounds were then used in Horner-Wadsworth-Emmons olefinations of aldehydes to give 3-alkylidenedihydrofuran-2-ones 12a-e or 17a-c and 3-methylidenepyrrolidin-2-ones 15a-e.