General synthesis of pyrroloquinolizidines: synthesis of an unnatural homologue of the pyrroloindolizidine myrmicarin alkaloid 215B.
A general synthesis approach to pyrroloquinolizidines (3,4,5,5a,6,7,8-heptahydropyrrolo[2,1,5-de]quinolizines) via a münchnone 1,3-dipolar cycloaddition is reported. The approach was applied to the synthesis of an unnatural pyrroloquinolizidine homologue of myrmicarin 215B.
Angle
Steven R
SR
Department of Chemistry, University of California-Riverside, Riverside, California 92521-0403, USA. steven.angle@wright.edu
Qian
Xuelei Lily
XL
Pletnev
Alexandre A
AA
Chinn
Jason
J
D006575:Heterocyclic Compounds, 3-Ring / Q000737:chemistry*; D026121:Indole Alkaloids / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis*; D011807:Quinolizines / Q000138:chemical synthesis*
D006575:Heterocyclic Compounds, 3-Ring; D026121:Indole Alkaloids; D011758:Pyrroles; D011807:Quinolizines; C512230:myrmicarin