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
Description
Summary: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.

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