Synthesis of (-)-viriditoxin: A 6,6′-binaphthopyran-2-one that targets the bacterial cell division protein FtsZ

Young Sam Park; Charles I. Grove; Marcos González-López; Sameer Urgaonkar; James C. Fettinger; Jared T. Shaw

doi:10.1002/anie.201007298

Synthesis of (-)-viriditoxin: A 6,6′-binaphthopyran-2-one that targets the bacterial cell division protein FtsZ

Young Sam Park, Charles I. Grove, Marcos González-López, Sameer Urgaonkar, James C. Fettinger, Jared T. Shaw

Chemistry

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

36 Scopus citations

Abstract

(Chemical Equation Presented) Remote control: Vanadium catalysts provide the key to synthesizing the bacteria-fighting natural product viriditoxin. An achiral catalyst shows modest levels of remote diastereocontrol induced by the lactone stereogenic center and chiral catalysts can be used to enhance or reverse this inherent selectivity.

Original language	English (US)
Pages (from-to)	3730-3733
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	16
DOIs	https://doi.org/10.1002/anie.201007298
State	Published - Apr 11 2011

Keywords

Biaryls
Enantioselective catalysis
Natural product synthesis
Vanadium catalysis
Viriditoxin

ASJC Scopus subject areas

Chemistry(all)
Catalysis

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10.1002/anie.201007298

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Synthesis of (-)-viriditoxin : A 6,6′-binaphthopyran-2-one that targets the bacterial cell division protein FtsZ. / Park, Young Sam; Grove, Charles I.; González-López, Marcos; Urgaonkar, Sameer; Fettinger, James C.; Shaw, Jared T.

In: Angewandte Chemie - International Edition, Vol. 50, No. 16, 11.04.2011, p. 3730-3733.

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

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abstract = "(Chemical Equation Presented) Remote control: Vanadium catalysts provide the key to synthesizing the bacteria-fighting natural product viriditoxin. An achiral catalyst shows modest levels of remote diastereocontrol induced by the lactone stereogenic center and chiral catalysts can be used to enhance or reverse this inherent selectivity.",

keywords = "Biaryls, Enantioselective catalysis, Natural product synthesis, Vanadium catalysis, Viriditoxin",

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AU - Urgaonkar, Sameer

AU - Fettinger, James C.

AU - Shaw, Jared T.

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AB - (Chemical Equation Presented) Remote control: Vanadium catalysts provide the key to synthesizing the bacteria-fighting natural product viriditoxin. An achiral catalyst shows modest levels of remote diastereocontrol induced by the lactone stereogenic center and chiral catalysts can be used to enhance or reverse this inherent selectivity.

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KW - Natural product synthesis

KW - Vanadium catalysis

KW - Viriditoxin

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Synthesis of (-)-viriditoxin: A 6,6′-binaphthopyran-2-one that targets the bacterial cell division protein FtsZ

Abstract

Keywords

ASJC Scopus subject areas

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