Enantiospecific photochemical 6π-ring closure of α-substituted atropisomeric acrylanilides--role of alkali metal ions.
Direct irradiation of atropisomeric α-substituted acrylanilides in the presence of alkali metal ions gave high ee values in the 3,4-dihydro-2-quinolin-2-one photoproduct, while in the absence of alkali metal ions, racemic photoproduct was observed. The heavy atom effect leading to enhanced triplet yields alters the reactive pathway leading to the observed enantioselectivity in the photoproduct.
Department of Chemistry and Biochemistry, North Dakota State University, Fargo, ND 58108-6050, USA. sivaguru.jayaraman@ndsu.edu.
Anoklase Jean-Luc
AJ
Ayitou
Anthony
A
Clay
Elango
E
Kumarasamy
Steffen
S
Jockusch
J
J
Sivaguru
D000813:Anilides / Q000737:chemistry*; D008672:Metals, Alkali / Q000737:chemistry*; D055668:Photochemical Processes; D013237:Stereoisomerism; D013379:Substrate Specificity
D000813:Anilides; D008672:Metals, Alkali