Issue 16, 2011
From the journal:

Organic & Biomolecular Chemistry

Synthesis of the proposed structure of phaeosphaeride A†

Kenichi Kobayashi,a   Iwao Okamoto,b   Nobuyoshi Morita,b   Tamiko Kiyotanib  and  Osamu Tamura*b  

* Corresponding authors

a Discovery Research Laboratories, Kyorin Pharmaceutical Co., Ltd., 2399-1, Nogi, Nogi-Machi, Shimotsuga-Gun, Tochigi 329-0114, Japan

b Showa Pharmaceutical University, 3-3165, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan
E-mail: tamura@ac.shoyaku.ac.jp
Fax: +81 (42) 721 1579

Abstract

The first total synthesis of the proposed structure of phaeosphaeride A has been achieved via six-membered-ring formation by means of an intramolecular vinyl-anion aldol reaction as the key step. This synthesis suggests a revised configurational assignment for phaeosphaeride A.

Graphical abstract: Synthesis of the proposed structure of phaeosphaeride A

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Article information

DOI
https://doi.org/10.1039/C1OB05612C
Article type
Paper
Submitted
16 Apr 2011
Accepted
19 May 2011
First published
19 May 2011

Org. Biomol. Chem., 2011,9, 5825-5832

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Synthesis of the proposed structure of phaeosphaeride A

K. Kobayashi, I. Okamoto, N. Morita, T. Kiyotani and O. Tamura, Org. Biomol. Chem., 2011, 9, 5825 DOI: 10.1039/C1OB05612C

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