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Issue 28, 2017
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Enantioselective synthesis of cyclic quaternary α-amino acid derivatives by chiral phosphoric acid catalysis

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Abstract

A highly enantioselective aza-Friedel–Crafts reaction of N-sulfonyl cyclic ketimines with indoles catalyzed by chiral phosphoric acids has been developed. This methodology provides an efficient and facile route to indole-containing chiral cyclic α-amino acid derivatives bearing a quaternary stereocenter in high yields and up to 98% enantioselectivity.

Graphical abstract: Enantioselective synthesis of cyclic quaternary α-amino acid derivatives by chiral phosphoric acid catalysis

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Publication details

The article was received on 11 May 2017, accepted on 25 Jun 2017 and first published on 26 Jun 2017


Article type: Paper
DOI: 10.1039/C7OB01149K
Citation: Org. Biomol. Chem., 2017,15, 6033-6041
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    Enantioselective synthesis of cyclic quaternary α-amino acid derivatives by chiral phosphoric acid catalysis

    L. Wang, A. Rahman and X. Lin, Org. Biomol. Chem., 2017, 15, 6033
    DOI: 10.1039/C7OB01149K

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