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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 16, 1986 - Issue 3
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Original Articles

The First Synthesis of (+)-(S,S)-1,1-Bis(p-Tolyl-Sulfinyl)Ethene, A Latent Chiral Ketene Equivalent in Diels-Alder Reaction

Yoshitsugu Aral Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani 2630, Toyama, 930-01, Japan
,
Shuichi Kuwayama Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani 2630, Toyama, 930-01, Japan
,
Yoshio Takeuchi Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani 2630, Toyama, 930-01, Japan
&
Toru Koizumi Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Sugitani 2630, Toyama, 930-01, Japan
Pages 233-244 | Published online: 19 Dec 2006
 
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Abstract

The first synthesis of optically active (S,S)-1,1-bis (p-tolylsulfinyl) ethene was accomplished via two routes, and its Diels-Alder reaction with cyclopentadiene afforded the corresponding cycloadducts diastereoselectively.

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