Studies on the Claisen rearrangements in the indolo[2,3-b]quinoline system.
A study of the effect of substrate structure on a Claisen-aza-Cope reaction is presented including a rationalisation of the reaction outcome using DFT calculations. An asymmetric version of the reaction is also described that is of relevance to a proposed approach to the communesin family of natural products.
Voûte
Nicholas
N
School of Chemistry and Biomedical Sciences Research Complex, University of St Andrews, North Haugh, St Andrews, UK KY16 9ST.
Philp
Douglas
D
Slawin
Alexandra M Z
AM
Westwood
Nicholas J
NJ
D001688:Biological Products / Q000138:chemical synthesis; D007211:Indoles / Q000737:chemistry*; D011789:Quantum Theory; D011804:Quinolines / Q000737:chemistry*; D013816:Thermodynamics
D001688:Biological Products; D007211:Indoles; D011804:Quinolines