Dehydrogenative coupling to enable the enantioselective total synthesis of (-)-simaomicin α

Yizhong Wang; Chao Wang; John R. Butler; Joseph M. Ready

doi:10.1002/anie.201304812

Dehydrogenative coupling to enable the enantioselective total synthesis of (-)-simaomicin α

Yizhong Wang, Chao Wang, John R. Butler, Joseph M. Ready

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

22 Scopus citations

Abstract

The anticancer natural product simaomicin α has been synthesized. Asymmetric synthesis allowed the assignment of absolute stereochemistry. The enantiomer of the naturally occurring substance shows potent cytotoxicity towards Gram-positive bacteria and human cancer cells. Bn=benzyl, BOM=benzyloxymethyl.

Original language	English (US)
Pages (from-to)	10796-10799
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	41
DOIs	https://doi.org/10.1002/anie.201304812
State	Published - Oct 4 2013

Keywords

cytotoxicity
dehydrogenative coupling
natural products
simaomicin
xanthone

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201304812

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title = "Dehydrogenative coupling to enable the enantioselective total synthesis of (-)-simaomicin α",

abstract = "The anticancer natural product simaomicin α has been synthesized. Asymmetric synthesis allowed the assignment of absolute stereochemistry. The enantiomer of the naturally occurring substance shows potent cytotoxicity towards Gram-positive bacteria and human cancer cells. Bn=benzyl, BOM=benzyloxymethyl.",

keywords = "cytotoxicity, dehydrogenative coupling, natural products, simaomicin, xanthone",

author = "Yizhong Wang and Chao Wang and Butler, {John R.} and Ready, {Joseph M.}",

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AU - Wang, Yizhong

AU - Wang, Chao

AU - Butler, John R.

AU - Ready, Joseph M.

PY - 2013/10/4

Y1 - 2013/10/4

N2 - The anticancer natural product simaomicin α has been synthesized. Asymmetric synthesis allowed the assignment of absolute stereochemistry. The enantiomer of the naturally occurring substance shows potent cytotoxicity towards Gram-positive bacteria and human cancer cells. Bn=benzyl, BOM=benzyloxymethyl.

AB - The anticancer natural product simaomicin α has been synthesized. Asymmetric synthesis allowed the assignment of absolute stereochemistry. The enantiomer of the naturally occurring substance shows potent cytotoxicity towards Gram-positive bacteria and human cancer cells. Bn=benzyl, BOM=benzyloxymethyl.

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KW - dehydrogenative coupling

KW - natural products

KW - simaomicin

KW - xanthone

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Dehydrogenative coupling to enable the enantioselective total synthesis of (-)-simaomicin α

Abstract

Keywords

ASJC Scopus subject areas

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