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Enantioselective Aza-Ene-type Reactions of Enamides with Gold Carbenes Generated from alpha-Diazoesters
2017-05-27
Angewandte Chemie International Edition 56(12):3247-3251 Mar 2017

Zhao, Feng; Li, Nan; Zhang, Tao; Han, Zhi-Yong; Luo, Shi-Wei; Gong, Liu-Zhu

Abstract:
Carbophilic gold carbenes generated from the decomposition of α-diazoesters show high reactivity towards enamides, leading to an unprecedented aza-ene-type reaction. The presence of 0.1 mol % of a chiral Brønsted acid co-catalyst is sufficient to give synthetically relevant γ-keto esters in excellent yields and selectivities (up to 99 % yield, 97 % ee).

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