N-Heterocyclic carbene-catalyzed oxidative [3 + 2] annulation of dioxindoles and enals: cross coupling of homoenolate and enolate.

N-Heterocyclic carbene-catalyzed oxidative [3 + 2] annulation of dioxindoles and enals: cross coupling of homoenolate and enolate.
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N-杂环卡宾催化二恶吲哚和烯醛的氧化[3 2]环化:高烯醇化物和烯醇化物的交叉偶联

DOI:
10.1039/c6sc04135c
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发表时间:
2017-03-01
期刊:
影响因子:
8.4
通讯作者:
Ye S
Ye S
中科院分区:
化学1区
文献类型:
--
作者:
Chen XY;Chen KQ;Sun DQ;Ye S

文献摘要

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发展了N-杂环卡宾催化氧化[3+2]环二氧吲哚和烯烃的反应,得到了相应的螺环氧吲哚-γ-内酯类化合物,产率高,对映选择性高。发展了N-杂环卡宾催化氧化[3+2]环二氧吲哚和烯烃的反应,得到了相应的螺环氧吲哚-γ-内酯类化合物,产率高,对映选择性高。使用这种策略,具有挑战性的脂肪肠有效地发挥了作用。通过单电子转移氧化交叉偶联是反应的关键步骤。
The N-heterocyclic carbene-catalyzed oxidative [3 + 2] annulation of dioxindole and enals was developed, giving the corresponding spirocyclic oxindole-γ-lactones in good yields with high to excellent diastereo- and enantioselectivities. The N-heterocyclic carbene-catalyzed oxidative [3 + 2] annulation of dioxindole and enals was developed, giving the corresponding spirocyclic oxindole-γ-lactones in good yields with high to excellent diastereo- and enantioselectivities. The challenging aliphatic enals worked effectively using this strategy. The oxidative cross coupling of homoenolate and enolate via single electron transfer was proposed as the key step for the reaction.