Enantioselective Aza-Ene-type Reactions of Enamides with Gold Carbenes Generated from α-Diazoesters
作者:Feng Zhao、Nan Li、Tao Zhang、Zhi-Yong Han、Shi-Wei Luo、Liu-Zhu Gong
DOI:10.1002/anie.201612208
日期:2017.3.13
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).
α-重氮酸酯分解产生的嗜碳金卡宾对酰胺类具有高反应活性,从而导致空前的氮杂烯型反应。0.1 mol%的手性布朗斯台德酸助催化剂的存在足以以优异的收率和选择性(高达99%的收率,97%ee)提供合成上相关的γ-酮酯。