Combining two-directional synthesis and tandem reactions. Part 4: A concise approach to the spirocyclic core of halichlorine and the pinnaic acids

Louise G. Arini; Peter Szeto; David L. Hughes; Robert A. Stockman

doi:10.1016/j.tetlet.2004.09.058

Combining two-directional synthesis and tandem reactions. Part 4: A concise approach to the spirocyclic core of halichlorine and the pinnaic acids

Louise G. Arini, Peter Szeto, David L. Hughes, Robert A. Stockman

School of Chemistry

Research output: Contribution to journal › Article › peer-review

38 Citations (Scopus)

Abstract

A synthesis of the spirocyclic core structure of halichlorine, an inhibitor of the induced expression of VCAM-1 and the pinnaic acids, inhibitors of PLA2, is presented. A two-directional strategy is employed, in conjunction with a tandem oxime formation/Michael addition/cycloaddition to form the key azaspirocyclic skeleton in a very direct manner.

Original language	English
Pages (from-to)	8371-8374
Number of pages	4
Journal	Tetrahedron Letters
Volume	45
Issue number	45
DOIs	https://doi.org/10.1016/j.tetlet.2004.09.058
Publication status	Published - 1 Nov 2004

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10.1016/j.tetlet.2004.09.058

Cite this

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title = "Combining two-directional synthesis and tandem reactions. Part 4: A concise approach to the spirocyclic core of halichlorine and the pinnaic acids",

abstract = "A synthesis of the spirocyclic core structure of halichlorine, an inhibitor of the induced expression of VCAM-1 and the pinnaic acids, inhibitors of PLA2, is presented. A two-directional strategy is employed, in conjunction with a tandem oxime formation/Michael addition/cycloaddition to form the key azaspirocyclic skeleton in a very direct manner.",

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AU - Arini, Louise G.

AU - Szeto, Peter

AU - Hughes, David L.

AU - Stockman, Robert A.

PY - 2004/11/1

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AB - A synthesis of the spirocyclic core structure of halichlorine, an inhibitor of the induced expression of VCAM-1 and the pinnaic acids, inhibitors of PLA2, is presented. A two-directional strategy is employed, in conjunction with a tandem oxime formation/Michael addition/cycloaddition to form the key azaspirocyclic skeleton in a very direct manner.

U2 - 10.1016/j.tetlet.2004.09.058

DO - 10.1016/j.tetlet.2004.09.058

M3 - Article

VL - 45

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EP - 8374

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 45

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