Issue 19, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

A novel approach to the enantioselective formal synthesis of pumiliotoxin 251D

Yike Ni,a   Gang Zhao*a  and  Yu Ding*a  

* Corresponding authors

a Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, People’s Republic of China
E-mail: dingyu@pub.sioc.ac.cn
Fax: 86 21 64166128

Abstract

An efficient enantioselective synthesis of the indolizidine framework 9 of pumiliotoxin 251D in good yield by using a Lewis acid (cat.)-promoted diastereoselective addition of ethyl lithiopropiolate to ketone 7 derived from L-proline as a key step is reported. Hydrogenation of the addition product 8a gave the desired lactam 9. At the same time the 8-epimer of 9 was synthesized for the first time.

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Article information

DOI
https://doi.org/10.1039/B004450O
Article type
Paper
Submitted
01 Jun 2000
Accepted
03 Aug 2000
First published
13 Sep 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 3264-3266

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A novel approach to the enantioselective formal synthesis of pumiliotoxin 251D

Y. Ni, G. Zhao and Y. Ding, J. Chem. Soc., Perkin Trans. 1, 2000, 3264 DOI: 10.1039/B004450O

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