An Intramolecular Diels-alder Reaction of a Z-Diene. Generation Of The Chiral Isoindolone Nucleus Of Cytochalasin C. 1

MJ Hensel, JT Palmer, KS Learn…

Index: Hensel, M. J.; Palmer, J. T.; Learn, K. S.; Fuchs, P. L. Synthetic Communications, 1986 , vol. 16, p. 1297 - 1314

Full Text: HTML

Citation Number: 4

Abstract

Abstract Aldol/elimination reactions of ß-ketoamides with methyl glyoxylate result in highly selective production of Z-α, ß-unsaturated amides. An intramolecular Diels-Alder reaction of a triply activated dienophile derived from chiral dienylamine 7ZE stereospecifically affords chiral bicyclic lactam 11 at room temperature.