A Tunable and Enantioselective Hetero-Diels–Alder Reaction Provides Access to Distinct Piperidinoyl Spirooxindoles,Angewandte Chemie International Edition

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A Tunable and Enantioselective Hetero-Diels–Alder Reaction Provides Access to Distinct Piperidinoyl Spirooxindoles
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2017-11-22 04:17:59 , DOI: 10.1002/anie.201708355
Samydurai Jayakumar ₁ , Kathrin Louven ₂ , Carsten Strohmann ₂ , Kamal Kumar ₁

Affiliation

Tuned to ring! Dy^III and Mg^II salts with an N,N′-dioxide ligand catalyze enantioselective hetero-Diels–Alder reactions of silyloxy-2-azadienes with alkylidene oxindoles to selectively form 3,3′- and 3,4′-piperidinoyl-spirooxindoles, respectively, in excellent yields with excellent enantiomeric ratios. Boc=tert-butoxycarbonyl, TBS=tert-butyldimethylsilyl, Tf=trifluoromethanesulfonyl.

中文翻译：

可调谐和对映选择性的杂-Diels-Alder反应可提供不同的哌啶子基螺并氧杂吲哚

调好响了！带有N，N'-二氧化物配体的Dy ^III和Mg ^II盐催化甲硅烷氧基-2-氮杂二烯与亚烷基ide吲哚的对映选择性杂狄尔斯-阿尔德反应，选择性地形成3,3'-和3,4'-哌啶子基-螺氧并吲哚分别以优异的收率和优异的对映体比率获得。Boc ＝叔丁氧羰基，TBS ＝叔丁基二甲基甲硅烷基，Tf ＝三氟甲磺酰基。

更新日期：2017-11-22

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