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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 30, 2000 - Issue 13
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Original Articles

A Synthetic Method for Preparing 3,3-Dialkyl-1,2,3,8-tetrahydroazulen-1-one

Mitsunori Oda Department of Applied Chemistry, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama, 930-8555, Japan
,
Takanori Kajioka Department of Applied Chemistry, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama, 930-8555, Japan
,
Kazuya Ikeshima Department of Applied Chemistry, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama, 930-8555, Japan
,
Ryuta Miyatake Department of Applied Chemistry, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama, 930-8555, Japan
&
Shigeyasu Kuroda Department of Applied Chemistry, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama, 930-8555, Japan
Pages 2335-2343 | Received 09 Jul 1999, Published online: 04 Dec 2007
 
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Abstract

The trimethylsilyl enol ether of l-acetylcyclohepta-1,3,5-triene was transformed to 3,3-dialkyl-1,2,3,8-tetrahydroazulen-1-one by a two-step sequence involving the Mukaiyama aldol reaction with ketones and the subsequent Nazarov cyclization.

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