Issue 2, 2017
From the journal:

Organic & Biomolecular Chemistry

Indium-catalysed amide allylation of α-iminoamide: highly enantioselective synthesis of amide functionalised α-methylene-γ-butyrolactams†

Tetsuya Sengoku,a   Kana Kokubo,a   Masami Sakamoto,b   Masaki Takahashia  and  Hidemi Yoda*a  

* Corresponding authors

a Department of Applied Chemistry, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Naka-ku, Hamamatsu 432-8561, Japan
E-mail: tchyoda@ipc.shizuoka.ac.jp

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

Abstract

A highly enantioselective amide allylation of α-iminoamides has been achieved using catalytic amounts of InCl3, ZnCl2 and a BINOL derivative. This reaction allowed facile access to a variety of amide functionalised α-methylene-γ-butyrolactams in excellent yields with high enantioselectivities.

Graphical abstract: Indium-catalysed amide allylation of α-iminoamide: highly enantioselective synthesis of amide functionalised α-methylene-γ-butyrolactams

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C6OB02506D
Article type
Communication
Submitted
16 Nov 2016
Accepted
29 Nov 2016
First published
29 Nov 2016

Org. Biomol. Chem., 2017,15, 320-323

Permissions

Request permissions

Indium-catalysed amide allylation of α-iminoamide: highly enantioselective synthesis of amide functionalised α-methylene-γ-butyrolactams

T. Sengoku, K. Kokubo, M. Sakamoto, M. Takahashi and H. Yoda, Org. Biomol. Chem., 2017, 15, 320 DOI: 10.1039/C6OB02506D

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.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements