2000•Organic LettersRequires access

An Imine Addition/Ring-Closing Metathesis Approach to the Spirocyclic Core of Halichlorine and Pinnaic Acid

Dennis L. Wright, James P. Schulte, Melissa A. Page

Abstract

[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.

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Key concepts: Metathesis, Ring-closing metathesis, Imine, Chemistry, Salt metathesis reaction, Combinatorial chemistry, Sequence (biology), Ring (chemistry)