Total synthesis of eustifolines A-D and glycomaurrol via a divergent Diels-Alder strategy.
The Diels-Alder reaction between a quinone monoimine and cyclic diene allows for the construction of substituted carbazoles in a regiospecific manner. This methodology has sucessfully been employed in a divergent strategy, culminating in the synthesis of eustifolines A-D and glycomaurrol.
Lebold
Terry P
TP
Department of Chemistry, The University of Western Ontario, London, Ontario, Canada.
Kerr
Michael A
MA
D002227:Carbazoles / Q000138:chemical synthesis / Q000737:chemistry; D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D002227:Carbazoles; D002241:Carbohydrates; D006576:Heterocyclic Compounds, 4 or More Rings; D007211:Indoles; C520455:glycomaurrol; C041514:carbazole