Issue 11, 2013
From the journal:

Chemical Communications

One-pot cross double-Mannich reaction of acetaldehyde catalyzed by a binaphthyl-based amino sulfonamide†

Taichi Kano,a   Ryu Sakamoto,a   Yukako Yamaguchi,a   Ken-ichi Itoha  and  Keiji Maruoka*a  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan
E-mail: maruoka@kuchem.kyoto-u.ac.jp
Fax: +81-75-753-4041
Tel: +81-75-753-4041

Abstract

A one-pot cross double-Mannich reaction of acetaldehyde was developed, and densely functionalized 1,3-diamines were obtained as a single stereoisomer by use of axially chiral amino sulfonamide (S)-1 as catalyst. Using this catalyst, the one-pot Mannich reaction–aminoxylation was also realized.

Graphical abstract: One-pot cross double-Mannich reaction of acetaldehyde catalyzed by a binaphthyl-based amino sulfonamide

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Article information

DOI
https://doi.org/10.1039/C2CC38370E
Article type
Communication
Submitted
21 Nov 2012
Accepted
14 Dec 2012
First published
17 Dec 2012

Chem. Commun., 2013,49, 1118-1120

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One-pot cross double-Mannich reaction of acetaldehyde catalyzed by a binaphthyl-based amino sulfonamide

T. Kano, R. Sakamoto, Y. Yamaguchi, K. Itoh and K. Maruoka, Chem. Commun., 2013, 49, 1118 DOI: 10.1039/C2CC38370E

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