Central-to-axial chirality transfer and induced circular dichroism in 6,7-dihydro-5H-dibenz[c,e]azepine derivatives of α- and β-amino esters

✍ Scribed by Laurence Dutot; Karen Wright; Michel Wakselman; Jean-Paul Mazaleyrat; Cristina Peggion; Marta De Zotti; Fernando Formaggio; Claudio Toniolo

• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 325 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.03.087

✦ Synopsis

DAZ-Xaa * -OMe amino ester derivatives with Xaa * = D/L-Ala, D/L-Val, L-Leu, L-Ile, L-Ser, L-b 3 -HAla, L-b 3 -HVal, L-b 3 -HLeu, (1S,2S)/(1R,2R)-ACHC (2-aminocyclohexanecarboxylic acid) and (1S,2S)/(1R,2R)-ACPC (2-aminocyclopentanecarboxylic acid), N-blocked as 6,7-dihydro-5H-dibenz[c,e]azepines (DAZ), have been synthesized and evaluated for the determination of the absolute configuration of a-and b-amino esters through the induced circular dichroism of the biphenyl chromophore.