Volume 29, Issue 1
Natural Products
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ChemInform Abstract: Stereoselective Synthesis of the C3—C17 Bis-oxane Domain of Phorboxazole A.

R. D. CINK

R. D. CINK

Dep. Chem., Univ. Minn., Minneapolis, MN 55455, USA

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C. J. FORSYTH

C. J. FORSYTH

Dep. Chem., Univ. Minn., Minneapolis, MN 55455, USA

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First published: 24 June 2010

Abstract

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ChemInform Abstract

The naturally occurring title compound phorboxazole A (I) has an exceptionally potent cytostatic activity against a wide range of human tumor cell lines. The central core (C(18)—C(30)) has been reported. This work describes the synthesis of the complementary C(3)—C(17) portion (XI) of the macrolide, involving sequential assembly of both the oxanes by hetero Diels—Alder and intramolecular etherification processes, respectively.

chemical structure image

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