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

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. Pyrrolidones and p...

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Veröffentlicht in:Chemistry : a European journal 2018-06, Vol.24 (33), p.8302-8305
Hauptverfasser: Zhang, Zhao‐Fei, Zhang, Chun‐Lin, Song, Zhi‐Yong, Gao, Zhong‐Hua, Ye, Song
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Sprache:eng
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Zusammenfassung: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. Pyrrolidones and piperidones: The N‐heterocyclic carbene‐catalyzed [2+3] and [2+4] annulations of α‐chloroaldehydes with γ‐ or δ‐amino‐α,β‐unsaturated ketones were developed to give 3,4‐disubstituted pyrrolidones and piperidones in good yields with exclusive trans‐selectivities and excellent enantioselectivities.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201801539