Total synthesis of phorboxazole B

Brian S. Lucas; Vijayagopal Gopalsamuthiram; Steven D. Burke

doi:10.1002/anie.200603656

Total synthesis of phorboxazole B

Brian S. Lucas, Vijayagopal Gopalsamuthiram, Steven D. Burke

Chemistry (Twin Cities)

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

58 Scopus citations

Abstract

(Chemical Equation Presented) Challenge met: In the synthesis of phorboxazole B, a highly efficient hetero-Diels-Alder reaction was used to construct the key C33-C39 linchpin, allowing for the completion of the C18-C46 fragment (see picture). Coupling with a suitable C3-C17 partner was followed by late-stage formation of the oxazole unit, macrocyclization, and deprotection to afford synthetic phorboxazole B.

Original language	English (US)
Pages (from-to)	769-772
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	46
Issue number	5
DOIs	https://doi.org/10.1002/anie.200603656
State	Published - 2007

Keywords

Cycloaddition
Cyclodehydration
Natural products
Symmetry
Total synthesis

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KW - Natural products

KW - Symmetry

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Total synthesis of phorboxazole B

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Keywords

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