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ASSOCIATED CONTENT
* Supporting Information
■
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The Supporting Information is available free of charge on the
Experimental procedures and spectral data (PDF)
AUTHOR INFORMATION
■
Corresponding Author
ORCID
(12) For reviews of Ferrier rearrangement, see: (a) Ferrier, R. J.;
Middleton, S. Chem. Rev. 1993, 93, 2779−2831. (b) Ferrier, R. J.;
Zubkov, O. A. Org. React. 2003, 62, 569−736.
(13) The same strategy for the construction of the spiro-ether moiety
was proposed by Walkup and co-workers. However, they reported a
similar cyclization using a dihydropyrone instead of a 4-hydroxydihy-
dropyrane substrate, which afforded a silyl enol ether, i.e., a dead-end
product; see ref 8c.
Notes
The authors declare no competing financial interest.
(14) (a) Mukaiyama, T. Org. React. 1982, 28, 203−331. (b) Matsuo, J.;
Murakami, M. Angew. Chem., Int. Ed. 2013, 52, 9109−9118.
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ACKNOWLEDGMENTS
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This work was supported by a Grant-in-Aid of Scientific Research
(B) from JSPS and the Sumitomo Chemical Co., Ltd. We are
grateful to Prof. H. Toshima (Ibaraki University) and co-workers
for providing the NMR spectra of their synthesized oscillatoxin D
and 30-methyloscillatoxin D.
K.; Ruhl, S.; de Meijere, A. Chem. - Eur. J. 2005, 11, 308−320.
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