A Chiral N-Tetrafluoroiodobenzyl-N-sulfonyl Aminomethylpyrrolidine Catalyst for the Enantioselective Michael/Hemiaminal Formation Cascade Reaction of α,β-Unsaturated Iminoindoles with Aldehydes,Synlett

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A Chiral N-Tetrafluoroiodobenzyl-N-sulfonyl Aminomethylpyrrolidine Catalyst for the Enantioselective Michael/Hemiaminal Formation Cascade Reaction of α,β-Unsaturated Iminoindoles with Aldehydes
Synlett ( IF 1.7 ) Pub Date : 2022-08-04 , DOI: 10.1055/a-1893-7329
Katsuhiko Moriyama ₁ , Yukari Oka ₁ , Tatsuo Kaiho _{2,

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Affiliation

A chiral N-2,3,4,5-tetrafluoro-6-iodobenzyl-N-sulfonyl aminomethylpyrrolidine tetrafluoroacetic acid salt was designed as an iodinated enamine organocatalyst for the enantioselective Michael/hemiaminal formation cascade reaction of α,β-unsaturated iminoindoles with aldehydes. The use of this iodinated enamine catalyst furnished anti-α-carbolinol derivatives in high yields and high stereoselectivities.

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