Issue 1, 2017

Ru-catalyzed sequence for the synthesis of cyclic amido-ethers

Abstract

Efficient synthesis of versatile building blocks for enabling medicinal chemistry research has always challenged synthetic chemists to develop innovative methods. Of particular interest are the methods that are amenable to the synthesis of chemically distinct and diverse classes of pharmaceutically relevant motifs. Herein we report a general method for the one-pot synthesis of cyclic α-amido-ethers containing different amide functionalities including lactams, tetramic acids and amino acids. For the incorporation of the nucleotide bases, a chemo and regioselective palladium-catalyzed transformation has been developed, providing rapid access to nucleoside analogs.

Graphical abstract: Ru-catalyzed sequence for the synthesis of cyclic amido-ethers

Supplementary files

Article information

Article type
Edge Article
Submitted
27 Jun 2016
Accepted
11 Sep 2016
First published
12 Sep 2016
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2017,8, 770-774

Author version available

Ru-catalyzed sequence for the synthesis of cyclic amido-ethers

B. M. Trost, E. U. Sharif and J. J. Cregg, Chem. Sci., 2017, 8, 770 DOI: 10.1039/C6SC02849G

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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