Issue 17, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

A novel oxidative alkylation–nitration of 1,3-dicarbonyl compounds to dicyclopentadiene and norbornene †

Bor-Cherng Hong,*a   Hsu-I Sun,a   Yeong-Jou Shra  and  Kuan-Jiuh Lin ‡b  

* Corresponding authors

a Department of Chemistry, National Chung-Cheng University, Chia-Yi, Taiwan, Republic of China

b Department of Chemistry, National Chung-Hsing University, Taichung, Taiwan, Republic of China

Abstract

A one-pot CAN-mediated oxidative alkylation–nitration of endo-dicyclopentadiene and norbornene with 1,3-dicarbonyl compounds is described. The key step involves the Wagner–Meerwein rearrangement of 2 which leads to the exo-dicyclopentadienyl nitrate 4.

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Article information

DOI
https://doi.org/10.1039/B004095I
Article type
Paper
Submitted
22 May 2000
Accepted
04 Jul 2000
First published
15 Aug 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 2939-2942

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A novel oxidative alkylation–nitration of 1,3-dicarbonyl compounds to dicyclopentadiene and norbornene

B. Hong, H. Sun, Y. Shr and K. Lin , J. Chem. Soc., Perkin Trans. 1, 2000, 2939 DOI: 10.1039/B004095I

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