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  Total Synthesis of Spirastrellolide F Methyl Ester—Part 2: Macrocyclization and Completion of the Synthesis

Benson, S., Collin, M.-P., O'Neil, G. W., Ceccon, J., Fasching, B., Fenster, M. D. B., et al. (2009). Total Synthesis of Spirastrellolide F Methyl Ester—Part 2: Macrocyclization and Completion of the Synthesis. Angewandte Chemie International Edition, 48(52), 9946-9950. doi:10.1002/anie.200906122.

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[272]SI.pdf (Supplementary material), 588KB
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Copyright Date:
2009
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Wiley-VCH, 69451 Weinheim, Germany
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 Creators:
Benson, S.1, Author              
Collin, Marie-Pierre1, Author              
O'Neil, Gregory W.1, Author              
Ceccon, Julien1, Author              
Fasching, Bernhard1, Author              
Fenster, Michaël D. B.1, Author              
Godbout, Cédrickx1, Author              
Radkowski, Karin1, Author              
Goddard, Richard2, Author              
Fürstner, Alois1, Author              
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              
2Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              

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Free keywords: cross-coupling; hydrogenation; macrolides; natural products; total synthesis
 Abstract: Marvel of the sea: A concise and highly convergent total synthesis of the methyl ester of the marine macrolide spirastrellolide F (see picture), which has exquisite antimitotic properties, is reported. In this approach, the northern and the southern hemispheres of this intricate target are stitched together in only two consecutive steps (Suzuki coupling, Yamaguchi lactonization) without any interim protecting-group manipulations.

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Language(s): eng - English
 Dates: 2009-10-302009-12-082009-12-21
 Publication Status: Published in print
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 464510
DOI: 10.1002/anie.200906122
 Degree: -

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Title: Angewandte Chemie International Edition
  Other : Angew. Chem. Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH Verlag GmbH & Co. KGaA
Pages: - Volume / Issue: 48 (52) Sequence Number: - Start / End Page: 9946 - 9950 Identifier: Other: 1521-3773
CoNE: https://pure.mpg.de/cone/journals/resource/0570-0833