Enantiospecific synthesis of the bridged pyrrolizidine core of asparagamine A: dipolar cycloadditions of azomethine ylides derived from the sulfonylation of vinylogous amides.
Epperson
Matthew T
MT
Department of Chemistry, University of Illinois Urbana, IL 61801, USA.
Gin
David Y
DY
D000577:Amides / Q000737:chemistry*; D027761:Asparagus Plant / Q000378:metabolism; D001391:Azo Compounds / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods*; D003500:Cyclization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry*; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D011763:Pyrrolizidine Alkaloids / Q000737:chemistry*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
D000577:Amides; D001391:Azo Compounds; D006576:Heterocyclic Compounds, 4 or More Rings; D011763:Pyrrolizidine Alkaloids; D013882:Thiosemicarbazones; C512188:azomethine; C481859:didehydrostemofoline