Biomimetic synthesis of antimalarial naphthoquinones

Jeremiah P. Malerich; Thomas J. Maimone; Gregory I. Elliott; Dirk Trauner

doi:10.1021/ja050092y

Biomimetic synthesis of antimalarial naphthoquinones

Jeremiah P. Malerich, Thomas J. Maimone, Gregory I. Elliott, Dirk Trauner

Chemistry

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

Abstract

The total synthesis of naphthoquinone natural products isolated from the Bignoniaceae plant family is described. Pinnatal, isopinnatal, sterekunthals A and B, pyranokunthones A and B, and anthrakunthone have been prepared along the lines of a biosynthetic proposal involving pericyclic reactions as key steps. The first case of catalysis in oxa 6π electrocyclizations is reported.

Original language	English (US)
Pages (from-to)	6276-6283
Number of pages	8
Journal	Journal of the American Chemical Society
Volume	127
Issue number	17
DOIs	https://doi.org/10.1021/ja050092y
State	Published - May 4 2005

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja050092y

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title = "Biomimetic synthesis of antimalarial naphthoquinones",

abstract = "The total synthesis of naphthoquinone natural products isolated from the Bignoniaceae plant family is described. Pinnatal, isopinnatal, sterekunthals A and B, pyranokunthones A and B, and anthrakunthone have been prepared along the lines of a biosynthetic proposal involving pericyclic reactions as key steps. The first case of catalysis in oxa 6π electrocyclizations is reported.",

author = "Malerich, {Jeremiah P.} and Maimone, {Thomas J.} and Elliott, {Gregory I.} and Dirk Trauner",

year = "2005",

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AU - Malerich, Jeremiah P.

AU - Maimone, Thomas J.

AU - Elliott, Gregory I.

AU - Trauner, Dirk

PY - 2005/5/4

Y1 - 2005/5/4

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AB - The total synthesis of naphthoquinone natural products isolated from the Bignoniaceae plant family is described. Pinnatal, isopinnatal, sterekunthals A and B, pyranokunthones A and B, and anthrakunthone have been prepared along the lines of a biosynthetic proposal involving pericyclic reactions as key steps. The first case of catalysis in oxa 6π electrocyclizations is reported.

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IS - 17

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Biomimetic synthesis of antimalarial naphthoquinones

Abstract

ASJC Scopus subject areas

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