N. B. Ambhaikar, J. Snyder, D. Liotta
Mar 8, 2003
Citations
0
Influential Citations
47
Citations
Journal
Journal of the American Chemical Society
Abstract
We have discovered a novel and highly diastereoselective synthesis of azetinyl thiazolidine-2-thiones that utilizes additions of the chlorotitanium enolates of N-acyl thiazolidin-2-thiones to O-methyl aldoximes. The “anti” azetines can be subsequently converted to the corresponding α,β-disubstituted β-amino carbonyl compound with retention of stereochemistry. The formation of azetine and the product of its “hydrolytic” opening has been confirmed by X-ray crystallographic analyses.