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Cobalt-Catalyzed Enantioselective Directed C–H Alkylation of Indole with Styrenes

2014; American Chemical Society; Volume: 17; Issue: 1 Linguagem: Inglês

10.1021/ol503119z

1523-7060

Pin-Sheng Lee, Naohiko Yoshikai,

Asymmetric Hydrogenation and Catalysis

A cobalt-chiral phosphoramidite catalyst promotes enantioselective imine-directed C2-alkylation of Boc-protected indoles with styrenes. The reaction affords 1,1-diarylethane products in moderate to good yields with good enantioselectivities under mild conditions. A deuterium-labeling experiment suggests that the enantioselectivity is controlled by both the styrene insertion and the C-C reductive elimination steps.