An imine addition/ring-closing metathesis approach to the spirocyclic core of halichlorine and pinnaic acid.
[reaction: see text] An approach to the spirocyclic core of halichlorine and pinnaic acid has been designed around an imine allylation/ring-closing metathesis sequence. This sequence has been used to generate several azabicylo[n.5] model systems. A newly reported metathesis catalyst was show to be highly effective for cyclization of these systems.
Wright
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DL
Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. dwright@chem.ufl.edu
Schulte II
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JP
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MA
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D001671:Biochemistry / Q000379:methods*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000470:Alkaloids; D013141:Spiro Compounds; C412666:halichlorine; C412665:pinnaic acid