Enantioselective direct aminalization with primary carboxamides catalyzed by chiral ammonium 1,1′-binaphthyl-2,2′-disulfonates

Manabu Hatano; Takuya Ozaki; Yoshihiro Sugiura; Kazuaki Ishihara

doi:10.1039/C2CC31530K

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Enantioselective direct aminalization with primary carboxamides catalyzed by chiral ammonium 1,1′-binaphthyl-2,2′-disulfonates†‡

Manabu Hatano,^a Takuya Ozaki,^a Yoshihiro Sugiura^a and Kazuaki Ishihara*^ab

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* Corresponding authors

^a Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya, Japan
E-mail: ishihara@cc.nagoya-u.ac.jp
Fax: +81-52-789-3331
Tel: +81-52-789-3222

^b Japan Science and Technology Agency (JST), CREST, Furo-cho, Chikusa, Nagoya, Japan

Abstract

A highly effective catalytic enantioselective direct aminal synthesis was developed. Chiral ammonium 1,1′-binaphthyl-2,2′-disulfonates, which were prepared in situ from (R)-BINSA and achiral amines, promoted the enantioselective addition of primary amides to aromatic aldimines.

This article is part of the themed collection: Organocatalysis

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Article information

DOI: https://doi.org/10.1039/C2CC31530K
Article type: Communication
Submitted: 29 Feb 2012
Accepted: 23 Mar 2012
First published: 16 Apr 2012

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Chem. Commun., 2012,48, 4986-4988

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Enantioselective direct aminalization with primary carboxamides catalyzed by chiral ammonium 1,1′-binaphthyl-2,2′-disulfonates

M. Hatano, T. Ozaki, Y. Sugiura and K. Ishihara, Chem. Commun., 2012, 48, 4986 DOI: 10.1039/C2CC31530K

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Chemical Communications

Enantioselective direct aminalization with primary carboxamides catalyzed by chiral ammonium 1,1′-binaphthyl-2,2′-disulfonates†‡

Abstract

Supplementary files

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Enantioselective direct aminalization with primary carboxamides catalyzed by chiral ammonium 1,1′-binaphthyl-2,2′-disulfonates

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