Rh(I)-Catalyzed Enantioselective Cyclization of Enyne through Site-Selective C(sp3)-H Bond Activation Triggered by Formation of Rhodacycle
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Rh(I)-catalyzed enantioselective cyclization of enyne through C(sp3)-H bond activation was investigated. It was found that the cyclization of enyne having a t-butyl moiety on the alkene afforded a spirocyclic compound (up to 92% ee), while the cyclization of enyne having an i-propyl or an ethyl group on the alkene gave a cyclic diene (up to 98% ee). Furthermore, an intermolecular competition reaction using a deuterium-labeled substrate revealed that C(sp3)-H bond activation was one of the key steps, having a high energy barrier, in this cyclization.
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2015 ◽
Vol 14
(03)
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pp. 1550020
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1995 ◽
pp. 1837-1838
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2014 ◽
Vol 20
(44)
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pp. 14262-14269
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