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. 2016 Sep 16;18(18):4474-7.
doi: 10.1021/acs.orglett.6b01954. Epub 2016 Aug 25.

Asymmetric Cyclization of N-Sulfonyl Alkenyl Amides Catalyzed by Iridium/Chiral Diene Complexes

Midori Nagamoto  1 , Tomoyuki Yanagi  1 , Takahiro Nishimura  1 , Hideki Yorimitsu  1
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Asymmetric Cyclization of N-Sulfonyl Alkenyl Amides Catalyzed by Iridium/Chiral Diene Complexes

Midori Nagamoto et al. Org Lett. .

Abstract

Iridium/chiral diene complexes efficiently catalyzed the asymmetric cyclization of N-sulfonyl alkenyl amides to give the corresponding 2-pyrrolidone derivatives with high enantioselectivity. A mechanistic study revealed that the reaction proceeds via nucleophilic attack of the amide on the alkene moiety.

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