Synthesis of the 3-aza-[7]-paracyclophane core of haouamine A and B.
[reaction: see text] The synthesis of the highly strained 3-aza-[7]-paracyclophane core of haouamines A and B is based on a macrocyclization-aromatization protocol, allowing for a stepwise increase in ring strain and establishing the oxygenation pattern of the natural products.
Wipf
Peter
P
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. pwipf+@pitt.edu
Furegati
Markus
M
D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D000097566:Cyclophanes
D001372:Aza Compounds; D006576:Heterocyclic Compounds, 4 or More Rings; C474767:haouamine A; D000097566:Cyclophanes; C474768:haouamine B