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3-Mono-Substituted BINOL Phosphoric Acids as Effective Organocatalysts in Direct Enantioselective Friedel-Crafts-Type Alkylation of N-Unprotected α…

A new interesting article has been published in Chemistry. 2018 Oct 12;24(57):15211-15214. doi: 10.1002/chem.201804078. Epub 2018 Sep 10. and titled:

3-Mono-Substituted BINOL Phosphoric Acids as Effective Organocatalysts in Direct Enantioselective Friedel-Crafts-Type Alkylation of N-Unprotected α…

Authors of this article are:

Yonesaki R, Kondo Y, Akkad W, Sawa M, Morisaki K, Morimoto H, Ohshima T.

A summary of the article is shown below:

Although BINOL-derived phosphoric acids are among the most widely used chiral Brønsted acid organocatalysts, their structures are mostly limited to 3,3′-disubstituted ones and simple 3-mono-substituted ones without any polar functionalities on the 3-substituent have not been used in highly enantioselective reactions. This work reports such 3-mono-substituted analogues as effective organocatalysts in direct highly enantioselective Friedel-Crafts-type alkylation of N-unprotected α-ketiminoester. The origin of the observed high enantioselectivity with the 3-mono-substituted catalyst is also discussed.

Check out the article’s website on Pubmed for more information:



This article is a good source of information and a good way to become familiar with topics such as: Friedel-Crafts-type alkylation;N-unprotected ketimines;amino acids;asymmetric catalysis;chiral phosphoric acids.

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