Issue 5, 2011
From the journal:

Chemical Science

Hydroxyl-directed C–H carbonylation enabled by mono-N-protected amino acidligands: An expedient route to 1-isochromanones†

Yi Lu,a   Dasheng Leow,a   Xisheng Wang,a   Keary M. Englea  and  Jin-Quan Yu*a  

* Corresponding authors

a Department of Chemistry, The Scripps Research Institute (TSRI), 10550 N. Torrey Pines Rd., La Jolla, CA, USA
E-mail: yu200@scripps.edu
Fax: (+1) 858-784-2409
Tel: (+1) 858-784-2433

Abstract

A Pd(II)-catalyzed C–H carbonylation protocol of phenethyl alcohols has been developed using amino acid ligands to promote the reaction. This transformation provides an expedient route to 1-isochromanone motifs, which are common structural elements in natural products and other biologically active compounds. A concise synthesis of a histamine release inhibitor showcases the utility of this transformation.

Graphical abstract: Hydroxyl-directed C–H carbonylation enabled by mono-N-protected amino acid ligands: An expedient route to 1-isochromanones

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C0SC00633E
Article type
Edge Article
Submitted
16 Dec 2010
Accepted
26 Jan 2011
First published
18 Mar 2011

Chem. Sci., 2011,2, 967-971

Permissions

Request permissions

Hydroxyl-directed C–H carbonylation enabled by mono-N-protected amino acid ligands: An expedient route to 1-isochromanones

Y. Lu, D. Leow, X. Wang, K. M. Engle and J. Yu, Chem. Sci., 2011, 2, 967 DOI: 10.1039/C0SC00633E

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