Enantioselective (formal) aza-Diels-Alder reactions with non-Danishefsky-type dienes.
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.
Tambar
Uttam K
UK
Department of Chemistry, Columbia University, New York, New York 10027, USA.
Lee
Sharon K
SK
Leighton
James L
JL
D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry*; D011090:Polyenes / Q000138:chemical synthesis / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D006835:Hydrazones; D011090:Polyenes; D011725:Pyridines