Issue 7, 2015

Highly efficient synthesis of novel methyl 132-methylene mesopyropheophorbide a and its stereoselective Michael addition reaction

Abstract

Treatment of methyl mesopyropheophorbide a with formaldehyde under basic conditions gave a novel 132-methylene derivative in 85% yield; under acidic conditions, the corresponding 20-hydroxymethyl derivative was obtained in 65% yield. The high reactivity of the enone structural motif existed in the former product provides a unique way to construct some novel chlorophyll a derivatives for various applications. Stereoselective Michael reaction of this compound is studied and discussed.

Graphical abstract: Highly efficient synthesis of novel methyl 132-methylene mesopyropheophorbide a and its stereoselective Michael addition reaction

Supplementary files

Article information

Article type
Communication
Submitted
27 Nov 2014
Accepted
23 Dec 2014
First published
23 Dec 2014

Org. Biomol. Chem., 2015,13, 1992-1995

Highly efficient synthesis of novel methyl 132-methylene mesopyropheophorbide a and its stereoselective Michael addition reaction

J. Li, Y. Liu, X. Xu, Y. Li, S. Zhang, I. Yoon, Y. K. Shim, J. Wang and J. Yin, Org. Biomol. Chem., 2015, 13, 1992 DOI: 10.1039/C4OB02491E

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