Enantioselective Aza‐Ene‐type Reactions of Enamides with Gold Carbenes Generated from α‐Diazoesters | Zendy

Zhao Feng | Zendy; Li Nan | Zendy; Zhang Tao | Zendy; Han ZhiYong | Zendy; Luo ShiWei | Zendy; Gong LiuZhu | Zendy

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Enantioselective Aza‐Ene‐type Reactions of Enamides with Gold Carbenes Generated from α‐Diazoesters

Author(s) -

Zhao Feng,

Li Nan,

Zhang Tao,

Han ZhiYong,

Luo ShiWei,

Gong LiuZhu

Publication year - 2017

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201612208

Subject(s) - chemistry , reactivity (psychology) , yield (engineering) , enantioselective synthesis , catalysis , ene reaction , medicinal chemistry , brønsted–lowry acid–base theory , decomposition , combinatorial chemistry , stereochemistry , organic chemistry , medicine , materials science , alternative medicine , pathology , metallurgy

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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