Issue 58, 2014
From the journal:

RSC Advances

Novel chiral tetramic acid-derived diols: organocatalytic facile synthesis and unique structural properties†

Tetsuya Sengoku,a   Kosuke Suzuki,a   Ken Nakayama,a   Fumitoshi Yagishita,b   Masami Sakamoto,b   Masaki Takahashia  and  Hidemi Yoda*a  

* Corresponding authors

a Department of Applied Chemistry, Graduate School of Engineering, Shizuoka University, 3-5-1 Johoku, Naka-ku, Hamamatsu, Shizuoka 432-8561, Japan
E-mail: tchyoda@ipc.shizuoka.ac.jp
Fax: +81 53 478 1150
Tel: +81 53 478 1150

b Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

Organocatalytic tandem reactions of L-phenylalanine-derived tetramic acid with aldehydes allow a one-pot and high-yielding access to a diverse range of novel chiral diols in enantiomerically pure forms. In addition, a new entry of the diols, featuring their unique structures associated with C2- and pseudo C2-symmetric chiral motifs, is reported.

Graphical abstract: Novel chiral tetramic acid-derived diols: organocatalytic facile synthesis and unique structural properties

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Article information

DOI
https://doi.org/10.1039/C4RA05405A
Article type
Communication
Submitted
06 Jun 2014
Accepted
01 Jul 2014
First published
04 Jul 2014

RSC Adv., 2014,4, 30775-30779

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Novel chiral tetramic acid-derived diols: organocatalytic facile synthesis and unique structural properties

T. Sengoku, K. Suzuki, K. Nakayama, F. Yagishita, M. Sakamoto, M. Takahashi and H. Yoda, RSC Adv., 2014, 4, 30775 DOI: 10.1039/C4RA05405A

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