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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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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-000F-8F8F-1 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0025-B490-9
Genre: Journal Article

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[272]SI.pdf (Supplementary material), 588KB
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https://hdl.handle.net/11858/00-001M-0000-0025-B496-E
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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: Issued
 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