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.

SUBMITTER: Tambar UK 

PROVIDER: S-EPMC2918383 | biostudies-literature | 2010 Aug

REPOSITORIES: biostudies-literature