Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone

The asymmetric synthesis of (-)-9-demethoxyeleutherin 6, (+)-9-demethoxyeleutherin 7 and (+)-7,9-deoxythysanone 8 has been achieved using a microwave assisted kinetic resolution of racemic alcohol 11 with Novozyme 435 (R) as the key step. (C) 2008 Elsevier Ltd. All rights reserved.

Bibliographic Details
Published in:Tetrahedron
Main Authors: Bachu, P, Sperry, J, Brimble, MA
Format: Article in Journal/Newspaper
Language:English
Published: PERGAMON-ELSEVIER SCIENCE LTD 2008
Subjects:
eleutherin
thysanone
topoisomerase II inhibitor
3C-protease inhibitor
Novozyme 4350 (Candida antarctica lipase)
microwave assisted lipase kinetic resolution
intramolecular cyclization
DOUBLE FUROFURAN ANNULATION
PYRANONAPHTHOQUINONE ANTIBIOTICS
ABSOLUTE-CONFIGURATION
EFFICIENT SYNTHESIS
NANAOMYCIN-A
MEDERMYCIN
NAPHTHOQUINONE
DERIVATIVES
GRISEUSIN
QUINONES
Antarc*
Antarctica
Online Access:http://hdl.handle.net/2292/8081
https://doi.org/10.1016/j.tet.2008.01.112
id ftunivauckland:oai:researchspace.auckland.ac.nz:2292/8081
record_format openpolar
spelling ftunivauckland:oai:researchspace.auckland.ac.nz:2292/8081 2023-05-15T13:59:29+02:00 Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone Bachu, P Sperry, J Brimble, MA 2008 http://hdl.handle.net/2292/8081 https://doi.org/10.1016/j.tet.2008.01.112 EN eng PERGAMON-ELSEVIER SCIENCE LTD TETRAHEDRON Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.sherpa.ac.uk/romeo/issn/0040-4020/ https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm Copyright: 2008 Elsevier Ltd. http://purl.org/eprint/accessRights/RestrictedAccess http://dx.doi.org/10.1016/j.tet.2008.01.112 eleutherin thysanone topoisomerase II inhibitor 3C-protease inhibitor Novozyme 4350 (Candida antarctica lipase) microwave assisted lipase kinetic resolution intramolecular cyclization DOUBLE FUROFURAN ANNULATION PYRANONAPHTHOQUINONE ANTIBIOTICS ABSOLUTE-CONFIGURATION EFFICIENT SYNTHESIS NANAOMYCIN-A MEDERMYCIN NAPHTHOQUINONE DERIVATIVES GRISEUSIN QUINONES Journal Article 2008 ftunivauckland https://doi.org/10.1016/j.tet.2008.01.112 2013-01-22T00:20:03Z The asymmetric synthesis of (-)-9-demethoxyeleutherin 6, (+)-9-demethoxyeleutherin 7 and (+)-7,9-deoxythysanone 8 has been achieved using a microwave assisted kinetic resolution of racemic alcohol 11 with Novozyme 435 (R) as the key step. (C) 2008 Elsevier Ltd. All rights reserved. Article in Journal/Newspaper Antarc* Antarctica University of Auckland Research Repository - ResearchSpace Tetrahedron 64 21 4827 4834
institution Open Polar
collection University of Auckland Research Repository - ResearchSpace
op_collection_id ftunivauckland
language English
topic eleutherin
thysanone
topoisomerase II inhibitor
3C-protease inhibitor
Novozyme 4350 (Candida antarctica lipase)
microwave assisted lipase kinetic resolution
intramolecular cyclization
DOUBLE FUROFURAN ANNULATION
PYRANONAPHTHOQUINONE ANTIBIOTICS
ABSOLUTE-CONFIGURATION
EFFICIENT SYNTHESIS
NANAOMYCIN-A
MEDERMYCIN
NAPHTHOQUINONE
DERIVATIVES
GRISEUSIN
QUINONES
spellingShingle eleutherin
thysanone
topoisomerase II inhibitor
3C-protease inhibitor
Novozyme 4350 (Candida antarctica lipase)
microwave assisted lipase kinetic resolution
intramolecular cyclization
DOUBLE FUROFURAN ANNULATION
PYRANONAPHTHOQUINONE ANTIBIOTICS
ABSOLUTE-CONFIGURATION
EFFICIENT SYNTHESIS
NANAOMYCIN-A
MEDERMYCIN
NAPHTHOQUINONE
DERIVATIVES
GRISEUSIN
QUINONES
Bachu, P
Sperry, J
Brimble, MA
Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone
topic_facet eleutherin
thysanone
topoisomerase II inhibitor
3C-protease inhibitor
Novozyme 4350 (Candida antarctica lipase)
microwave assisted lipase kinetic resolution
intramolecular cyclization
DOUBLE FUROFURAN ANNULATION
PYRANONAPHTHOQUINONE ANTIBIOTICS
ABSOLUTE-CONFIGURATION
EFFICIENT SYNTHESIS
NANAOMYCIN-A
MEDERMYCIN
NAPHTHOQUINONE
DERIVATIVES
GRISEUSIN
QUINONES
description The asymmetric synthesis of (-)-9-demethoxyeleutherin 6, (+)-9-demethoxyeleutherin 7 and (+)-7,9-deoxythysanone 8 has been achieved using a microwave assisted kinetic resolution of racemic alcohol 11 with Novozyme 435 (R) as the key step. (C) 2008 Elsevier Ltd. All rights reserved.
format Article in Journal/Newspaper
author Bachu, P
Sperry, J
Brimble, MA
author_facet Bachu, P
Sperry, J
Brimble, MA
author_sort Bachu, P
title Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone
title_short Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone
title_full Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone
title_fullStr Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone
title_full_unstemmed Chemoenzymatic synthesis of deoxy analogues of the DNA topoisomerase II inhibitor eleutherin and the 3C-protease inhibitor thysanone
title_sort chemoenzymatic synthesis of deoxy analogues of the dna topoisomerase ii inhibitor eleutherin and the 3c-protease inhibitor thysanone
publisher PERGAMON-ELSEVIER SCIENCE LTD
publishDate 2008
url http://hdl.handle.net/2292/8081
https://doi.org/10.1016/j.tet.2008.01.112
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
op_source http://dx.doi.org/10.1016/j.tet.2008.01.112
op_relation TETRAHEDRON
op_rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.sherpa.ac.uk/romeo/issn/0040-4020/
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm
Copyright: 2008 Elsevier Ltd.
http://purl.org/eprint/accessRights/RestrictedAccess
op_doi https://doi.org/10.1016/j.tet.2008.01.112
container_title Tetrahedron
container_volume 64
container_issue 21
container_start_page 4827
op_container_end_page 4834
_version_ 1766268058656047104

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