Diastereochemical diversity of imidazoline scaffolds via substrate controlled TMSCl mediated cycloaddition of azlactones.
[reaction: see text] We report herein a trimethylsilyl chloride mediated substrate controlled 1,3-dipolar cycloaddition for the diastereoselective synthesis of either syn- or anti-imidazolines. This method provides scaffolds with four points of diversity and control over two stereocenters.
Sharma
Vasudha
V
Department of Chemistry, Michigan State University, East Lansing, 48823, USA.
Tepe
Jetze J
JJ
D018360:Crystallography, X-Ray; D003500:Cyclization; D048288:Imidazolines / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D048288:Imidazolines; D007783:Lactones; D014297:Trimethylsilyl Compounds