AI Article Synopsis
- An efficient catalytic method has been developed for creating complex chemical structures through the addition of deconjugated butenolide to vinylogous imines made from arylsulfonyl indoles.
- The use of a quinine-derived bifunctional squaramide catalyst enables the formation of various enantioenriched sec-alkyl-3-substituted indoles.
- The results of this reaction are promising, achieving up to 97% yield with a diastereomeric ratio of 77:23 and an enantiomeric excess of 97%.
Article Abstract
An efficient catalytic asymmetric coupling of vinylogous species is developed via deconjugated butenolide addition to vinylogous imines in situ generated from arylsulfonyl indoles. With quinine-derived bifunctional squaramide as the catalyst, a series of structurally diverse enantioenriched sec-alkyl-3-substituted indoles containing valuable γ,γ-disubstituted butenolide moieties and adjacent quaternary-tertiary stereocenters are obtained in synthetically viable results (up to 97% yield, 77 : 23 dr and 97% ee).
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| http://dx.doi.org/10.1039/d1cc00777g | DOI Listing |
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