Issue 58, 2015
From the journal:

Chemical Communications

Construction of the [6-7-5-5] tetracyclic core of all the carbocyclic frameworks of yuzurimine-type alkaloids†

Ichiro Hayakawa,*a   Keisuke Niidab  and  Hideo Kigoshi*b  

* Corresponding authors

a Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan
E-mail: ichiro.hayakawa@okayama-u.ac.jp
Fax: +81 86 251 8215

b Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba 305-8571, Japan
E-mail: kigoshi@chem.tsukuba.ac.jp
Fax: +81 29 853 4313

Abstract

Yuzurimine-type alkaloids make up a sub-family of Daphniphyllum alkaloids structurally featuring a [6-7-5-5] tetracarbocyclic core framework. In this manuscript, we describe our construction of the [6-7-5-5] tetracarbocyclic core of yuzurimine-type alkaloids by using a unique in situ intramolecular Wittig reaction and Sm-mediated cyclization as key steps.

Graphical abstract: Construction of the [6-7-5-5] tetracyclic core of all the carbocyclic frameworks of yuzurimine-type alkaloids

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Article information

DOI
https://doi.org/10.1039/C5CC03479E
Article type
Communication
Submitted
28 Apr 2015
Accepted
08 Jun 2015
First published
09 Jun 2015

Chem. Commun., 2015,51, 11568-11571

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Construction of the [6-7-5-5] tetracyclic core of all the carbocyclic frameworks of yuzurimine-type alkaloids

I. Hayakawa, K. Niida and H. Kigoshi, Chem. Commun., 2015, 51, 11568 DOI: 10.1039/C5CC03479E

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