Stereoselective aldol reactions using pseudo C2 symmetric 1-benzyl-4-(trifluoromethyl)piperidine-2,6-dione

Yuta Inoue; Takahiro Hatayama; Tomoko Kawasaki-Takasuka; Tomohiro Agou; Toshio Kubota; Takashi Yamazaki

doi:10.1039/C8CC05458D

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Stereoselective aldol reactions using pseudo C₂ symmetric 1-benzyl-4-(trifluoromethyl)piperidine-2,6-dione†

Yuta Inoue,^a Takahiro Hatayama,^a Tomoko Kawasaki-Takasuka,^a Tomohiro Agou,

^b Toshio Kubota

^b and Takashi Yamazaki

*^a

Author affiliations

* Corresponding authors

^a Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei 184-8588, Japan
E-mail: tyamazak@cc.tuat.ac.jp

^b Department of Biomolecular Functional Engineering, Ibaraki University, Nakanarusawa 4-12-1, Hitachi 316-8511, Japan

Abstract

Crossed aldol reactions of the CF₃-containing pseudo C₂ symmetric cyclic imide 3 were carried out by way of the corresponding boron bisenolate to stereoselectively furnish the desired products 4 and this procedure allowed the preferential construction of the diastereomers of the compounds previously obtained from the acyclic counterpart 1.

This article is part of the themed collection: Fluorine Chemistry

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C8CC05458D
Article type: Communication
Submitted: 06 ⵢⵓⵍ 2018
Accepted: 06 ⵖⵓⵛ 2018
First published: 06 ⵖⵓⵛ 2018

Download Citation

Chem. Commun., 2018,54, 9913-9916

Permissions

Request permissions

Stereoselective aldol reactions using pseudo C₂ symmetric 1-benzyl-4-(trifluoromethyl)piperidine-2,6-dione

Y. Inoue, T. Hatayama, T. Kawasaki-Takasuka, T. Agou, T. Kubota and T. Yamazaki, Chem. Commun., 2018, 54, 9913 DOI: 10.1039/C8CC05458D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications