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Synfacts 2008(6): 0608-0608  
DOI: 10.1055/s-2008-1072617
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Simmons-Smith Reaction of Allylic Alcohols with Al(Salalen) Catalyst

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
H. Shitama, T. Katsuki*
Kyushu University, Fukuoka, Japan
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Publikationsdatum:
21. Mai 2008 (online)

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Significance

Although several previous examples of the asymmetric Simmons-Smith reaction exist, this report demonstrates a bifunctional catalyst with both Lewis base and Lewis acid moieties. This catalyst was shown to be highly active and enantioselective for the asymmetric Simmons-Smith reaction. In addition, the application of this catalyst was effective at room temperature.