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Enantioselective Rhodium-Catalyzed Synthesis of α-Chloromethylene-γ-Butyrolactams from N-Allylic Alkynamides
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Enantioselective Rhodium-Catalyzed Synthesis of α-Chloromethylene-γ-Butyrolactams from N-Allylic Alkynamides

Olivier Jackowski, Jianping Wang, Xiaomin Xie, Tahar Ayad, Zhaoguo Zhang et Virginie Ratovelomanana-Vidal
Organic letters, Vol.14(15), pp.4006-4009
03/08/2012
PMID: 22823267

Résumé

Chemistry Chemistry, Organic Physical Sciences Science & Technology
The first enantioselective cycloisomerization with intramolecular halogen migration of various 1,6-enynes promoted by a cationic Rh-Synphos catalyst is reported. This method provides an efficient route to enantiomerically enriched gamma-butyrolactam derivatives, which are important core scaffolds found in numerous natural products and biologically active molecules. Good yields and enantiomeric excesses up to 96% are achieved.

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