Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B

Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B

The synthesis of the unique furo[2,3-b]chromene ring system found in hyperaspidinols A and B, acylphloroglucinols from Hypericum chinense has been achieved in twelve steps. By comparison of the NMR spectra of the synthesized compounds with those of the natural products, a relative stereochemistry is...

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Main Authors: Danielle L. Paterson, David Barker
Format: Article
Language:English
Published: Beilstein-Institut 2015-02-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
acylphloroglucinols
bicyclisation
furo[2,3-b]chromene
fused ketal
Online Access:https://doi.org/10.3762/bjoc.11.29
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spelling doaj-3acff4647bfc4760bedf13033a2623802021-02-02T03:25:47ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-02-0111126527010.3762/bjoc.11.291860-5397-11-29Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and BDanielle L. Paterson0David Barker1School of Chemical Sciences, University of Auckland, 23 Symonds St, Auckland, New ZealandSchool of Chemical Sciences, University of Auckland, 23 Symonds St, Auckland, New ZealandThe synthesis of the unique furo[2,3-b]chromene ring system found in hyperaspidinols A and B, acylphloroglucinols from Hypericum chinense has been achieved in twelve steps. By comparison of the NMR spectra of the synthesized compounds with those of the natural products, a relative stereochemistry is suggested, especially that of the ketal carbon.https://doi.org/10.3762/bjoc.11.29acylphloroglucinolsbicyclisationfuro[2,3-b]chromenefused ketal
collection DOAJ
language English
format Article
sources DOAJ
author Danielle L. Paterson
David Barker
spellingShingle Danielle L. Paterson
David Barker
Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B
Beilstein Journal of Organic Chemistry
acylphloroglucinols
bicyclisation
furo[2,3-b]chromene
fused ketal
author_facet Danielle L. Paterson
David Barker
author_sort Danielle L. Paterson
title Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B
title_short Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B
title_full Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B
title_fullStr Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B
title_full_unstemmed Synthesis of the furo[2,3-b]chromene ring system of hyperaspindols A and B
title_sort synthesis of the furo[2,3-b]chromene ring system of hyperaspindols a and b
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2015-02-01
description The synthesis of the unique furo[2,3-b]chromene ring system found in hyperaspidinols A and B, acylphloroglucinols from Hypericum chinense has been achieved in twelve steps. By comparison of the NMR spectra of the synthesized compounds with those of the natural products, a relative stereochemistry is suggested, especially that of the ketal carbon.
topic acylphloroglucinols
bicyclisation
furo[2,3-b]chromene
fused ketal
url https://doi.org/10.3762/bjoc.11.29
work_keys_str_mv AT daniellelpaterson synthesisofthefuro23bchromeneringsystemofhyperaspindolsaandb
AT davidbarker synthesisofthefuro23bchromeneringsystemofhyperaspindolsaandb
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