Salen-Chromium Complex Catalyzed Ring Opening of meso-Epoxides

M. Tiecco; L. Testaferri; F. Marini; S. Sternativo; F. Del Verme; C. Santi; L. Bagnoli; A. Temperini

doi:10.1055/s-2008-1077847

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Synfacts 2008(7): 0728-0728
DOI: 10.1055/s-2008-1077847

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

Salen-Chromium Complex Catalyzed Ring Opening of meso-Epoxides

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
M. Tiecco*, L. Testaferri, F. Marini*, S. Sternativo, F. Del Verme, C. Santi, L. Bagnoli, A. Temperini
Università di Perugia, Italy

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Publikationsdatum:
20. Juni 2008 (online)

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Significance

The authors describe the first enantioselective ring opening of meso-epoxides by (phenylseleno)silanes as nucleophilic selenium source and commercial or readily available salen(chromium) catalysts. This desymmetrization reaction provides a simple and convenient approach to synthetically useful optically active β-hydroxyselenides.