Issue 38, 2019
From the journal:

Organic & Biomolecular Chemistry

P-Chiral, N-phosphoryl sulfonamide Brønsted acids with an intramolecular hydrogen bond interaction that modulates organocatalysis†

Minglei Yuan,‡a   Ifenna I. Mbaezue, ORCID logo ‡a   Zhi Zhou,a   Filip Topic ORCID logo a  and  Youla S. Tsantrizos ORCID logo *a  

* Corresponding authors

a Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec, Canada H3A 0B8
E-mail: Youla.tsantrizos@mcgill.ca

Abstract

Brønsted acids exemplified by OttoPhosa I (5c) were designed and evaluated in the asymmetric transfer hydrogenation of quinolines. Their catalytic properties are modulated by an intramolecular hydrogen bond that rigidifies their catalytic cavity, accelerates the reaction rate and improves enantioselectivity.

Graphical abstract: P-Chiral, N-phosphoryl sulfonamide Brønsted acids with an intramolecular hydrogen bond interaction that modulates organocatalysis

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Article information

DOI
https://doi.org/10.1039/C9OB01774G
Article type
Communication
Submitted
12 Aug 2019
Accepted
10 Sep 2019
First published
11 Sep 2019

Org. Biomol. Chem., 2019,17, 8690-8694

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P-Chiral, N-phosphoryl sulfonamide Brønsted acids with an intramolecular hydrogen bond interaction that modulates organocatalysis

M. Yuan, I. I. Mbaezue, Z. Zhou, F. Topic and Y. S. Tsantrizos, Org. Biomol. Chem., 2019, 17, 8690 DOI: 10.1039/C9OB01774G

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