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N-杂环卡宾催化的α-氯代醛与γ-/δ-氨基-α,β-不饱和酮的环化反应:吡咯烷酮和哌啶酮的对映选择性合成。

N-Heterocyclic Carbene-Catalyzed Annulation of α-Chloroaldehydes with γ-/δ-Amino-α,β-Unsaturated Ketones: Enantioselective Synthesis of Pyrrolidones and Piperidones.

机构信息

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.

University of Chinese Academy of Sciences, Beijing, 100049, China.

出版信息

Chemistry. 2018 Jun 12;24(33):8302-8305. doi: 10.1002/chem.201801539. Epub 2018 May 17.

Abstract

The N-heterocyclic carbene-catalyzed [2+3] and [2+4] annulations of α-chloroaldehydes with γ-/δ-amino-α,β-unsaturated ketones were developed, giving the corresponding pyrrolidones and piperidones in good yields with exclusive trans-selectivities and excellent enantioselectivities.

摘要

N-杂环卡宾催化的α-氯代醛与γ-/δ-氨基-α,β-不饱和酮的[2+3]和[2+4]环加成反应得到相应的吡咯烷酮和哌啶酮,产率高,立体选择性好,对映选择性优异。

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