title: Enantioselective (formal) aza-Diels-Alder reactions with non-Danishefsky-type dienes.
abstract: Enantioselective (formal) aza-Diels-Alder reactions between acylhydrazones and non-Danishefsky-type dienes have been developed. The reactions are promoted by a simple and economical chiral silicon Lewis acid and are typically conducted at ambient temperature. Both glyoxylate- and aliphatic aldehyde-derived hydrazones may be employed, as may variously substituted dienes, leading to the synthesis of a diverse array of tetrahydropyridines with good to excellent levels of enantioselectivity.
authors.affiliation: Department of Chemistry, Columbia University, New York, New York 10027, USA.
authors.forename: Uttam K
authors.initials: UK
authors.lastname: Tambar
authors.forename: Sharon K
authors.initials: SK
authors.lastname: Lee
authors.forename: James L
authors.initials: JL
authors.lastname: Leighton
mesh_terms: D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry*; D011090:Polyenes / Q000138:chemical synthesis / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006835:Hydrazones; D011090:Polyenes; D011725:Pyridines