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Molecules 2011, 16(6), 4850-4860; doi:10.3390/molecules16064850
Article

Synthetic Studies on Bioactive Natural Polyketides: Intramolecular Nitrile Oxide-Olefin Cycloaddition Approach for Construction of a Macrolactone Skeleton of Macrosphelide B

1
 and 2,*
Received: 27 April 2011; in revised form: 26 May 2011 / Accepted: 7 June 2011 / Published: 10 June 2011
(This article belongs to the Special Issue Polyketide)
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Abstract: Studies on the synthesis of macrosphelide B via an intramolecular nitrile oxide-olefin cycloaddition (INOC) is described. In particular, an asymmetric INOC approach using phase transfer catalysts seems to be a potentially efficient and versatile procedure for the construction of the macrolactone skeleton of macrosphelide B in terms of facial selectivity. Our preliminary and unprecedented stereoselective procedure is anticipated to be usefully applied through further studies for the synthesis of the macrosphelide family.
Keywords: intramolecular nitrile oxide cycloaddition; macrosphelide; polyketide; total synthesis; phase transfer catalyst intramolecular nitrile oxide cycloaddition; macrosphelide; polyketide; total synthesis; phase transfer catalyst
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Paek, S.-M.; Suh, Y.-G. Synthetic Studies on Bioactive Natural Polyketides: Intramolecular Nitrile Oxide-Olefin Cycloaddition Approach for Construction of a Macrolactone Skeleton of Macrosphelide B. Molecules 2011, 16, 4850-4860.

AMA Style

Paek S-M, Suh Y-G. Synthetic Studies on Bioactive Natural Polyketides: Intramolecular Nitrile Oxide-Olefin Cycloaddition Approach for Construction of a Macrolactone Skeleton of Macrosphelide B. Molecules. 2011; 16(6):4850-4860.

Chicago/Turabian Style

Paek, Seung-Mann; Suh, Young-Ger. 2011. "Synthetic Studies on Bioactive Natural Polyketides: Intramolecular Nitrile Oxide-Olefin Cycloaddition Approach for Construction of a Macrolactone Skeleton of Macrosphelide B." Molecules 16, no. 6: 4850-4860.


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