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Synthesis of a novel fused thiirene sulfoxide with endoperoxide and its diels-alder adduct

✍ Scribed by Wataru Ando; Yukio Hanyu; Toshikazu Takata; Tosio Sakurai; Kimiko Kobayashi

Book ID
104232639
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
218 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

Photooxidation of thiiranoradialene sulfoxide afforded a new thiirene sulfoxide fused with an endoperoxide ring, which gave the [2+4]cycloadduct with furan.

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## Abstract The __Diels__–__Alder__ reaction was applied to 4,5‐epoxymorphinan opioids to generate a novel aromatic cycloadduct at C(7)C(8): Thermolytic cleavage of sultine **8** produced the reactive diene __o__‐quinodimethane **7** which condensed favorably with codeine (**11**), but not with co