Issue 4, 2002
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Extremely simple and practical synthesis of (±)-vertinolide via the Michael addition

Kunihiko Takabe,*a   Nobuyuki Mase,a   Masaru Nomoto,a   Masanori Daicho,a   Tetsuo Tauchia  and  Hidemi Yodaa  

* Corresponding authors

a Department of Molecular Science, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Hamamatsu 432-8561, Japan
E-mail: tcktaka@ipc.shizuoka.ac.jp
Fax: +81-53-478-1148
Tel: +81-53-478-1148

Abstract

(±)-Vertinolide (1) was synthesized from the readily available tetronic acid derivative 5 in 3 steps. The Michael reaction of the anion derived from 6 with (E)-5-ethoxyocta-1,6-dien-3-one (12) gave the vertinolide precursor 9 in high yield, which was then easily converted to (±)-vertinolide (1).

Graphical abstract: Extremely simple and practical synthesis of (±)-vertinolide via the Michael addition

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B110460H
Article type
Paper
Submitted
16 Nov 2001
Accepted
04 Jan 2002
First published
29 Jan 2002

J. Chem. Soc., Perkin Trans. 1, 2002, 500-502

Permissions

Request permissions

Extremely simple and practical synthesis of (±)-vertinolide via the Michael addition

K. Takabe, N. Mase, M. Nomoto, M. Daicho, T. Tauchi and H. Yoda, J. Chem. Soc., Perkin Trans. 1, 2002, 500 DOI: 10.1039/B110460H

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.

Spotlight

Advertisements