Synthesis of fluorous and nonfluorous polycyclic systems by one-pot, double intramolecular 1,3-dipolar cycloaddition of azomethine ylides.
[reaction: see text]. Under microwave irradiation, a one-pot, double intramolecular [3 + 2]-cycloaddition reaction of azomethine ylides leads to formation of a novel hexacyclic ring system. The major diastereomer is isolated, and its stereochemistry is determined by X-ray crystal structure analysis.
Zhang
Wei
W
Fluorous Technologies, Inc., University of Pittsburgh Applied Research Center, 970 William Pitt Way, Pittsburgh, Pennsylvania 15238, USA. w.zhang@fluorous.com
Lu
Yimin
Y
Geib
Steven
S
D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry*; D008872:Microwaves; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
D001391:Azo Compounds; D006576:Heterocyclic Compounds, 4 or More Rings