Iridium(III) catalyzed diastereo- and enantioselective C-H bond functionalization.
Iridium(III)-salen complexes were found to efficiently catalyze the enantioselective C-H carbene insertion. The insertion reaction at the alpha-position of tetrahydrofuran or at the methylene of 1,4-cyclohexadiene proceeded with high enantio- (up to 99%) and diastereoselectivity (up to >20:1 dr; in the former reaction) by using an appropriate combination of complex (1, 2, or 3) and alpha-diazoacetate (alpha-aryl-alpha-diazoacetates or alpha-diazopropionate) as the carbene source.
Suematsu
Hidehiro
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Department of Chemistry, Faculty of Science, Graduate School, Kyushu University, Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan.
Katsuki
Tsutomu
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