The Total Synthesis of Heraclemycin B through β-Ketosulfoxide and Aldehyde Annulation

Kieran Jones; James Rixson; Brian Skelton; K.M. Gericke; Scott Stewart

doi:10.1002/ajoc.201500184

The Total Synthesis of Heraclemycin B through β-Ketosulfoxide and Aldehyde Annulation

Kieran Jones, James Rixson, Brian Skelton, K.M. Gericke, Scott Stewart

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

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Abstract

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Herein we describe a total synthesis of the natural product heraclemycinB. This synthetic approach follows a Diels-Alder strategy to form the anthracenone core followed by a β-ketosulfoxide and aldehyde annulation to form the 4-pyranone Dring. The spectral data for the synthesized product matches that reported in the isolation studies.

Original language	English
Pages (from-to)	936-942
Journal	Asian Journal of Organic Chemistry
Volume	4
Issue number	9
DOIs	https://doi.org/10.1002/ajoc.201500184
Publication status	Published - 2015

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title = "The Total Synthesis of Heraclemycin B through β-Ketosulfoxide and Aldehyde Annulation",

abstract = "{\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Herein we describe a total synthesis of the natural product heraclemycinB. This synthetic approach follows a Diels-Alder strategy to form the anthracenone core followed by a β-ketosulfoxide and aldehyde annulation to form the 4-pyranone Dring. The spectral data for the synthesized product matches that reported in the isolation studies.",

author = "Kieran Jones and James Rixson and Brian Skelton and K.M. Gericke and Scott Stewart",

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AU - Jones, Kieran

AU - Rixson, James

AU - Skelton, Brian

AU - Gericke, K.M.

AU - Stewart, Scott

PY - 2015

Y1 - 2015

N2 - © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Herein we describe a total synthesis of the natural product heraclemycinB. This synthetic approach follows a Diels-Alder strategy to form the anthracenone core followed by a β-ketosulfoxide and aldehyde annulation to form the 4-pyranone Dring. The spectral data for the synthesized product matches that reported in the isolation studies.

AB - © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Herein we describe a total synthesis of the natural product heraclemycinB. This synthetic approach follows a Diels-Alder strategy to form the anthracenone core followed by a β-ketosulfoxide and aldehyde annulation to form the 4-pyranone Dring. The spectral data for the synthesized product matches that reported in the isolation studies.

U2 - 10.1002/ajoc.201500184

DO - 10.1002/ajoc.201500184

M3 - Article

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SP - 936

EP - 942

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

SN - 2193-5807

IS - 9

ER -

The Total Synthesis of Heraclemycin B through β-Ketosulfoxide and Aldehyde Annulation

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