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Synthesis and stereostructure of some spiro[morphinan-6,2′(3′H)-[1,3,4]oxa(thia)diazolines]

✍ Scribed by Somogyi, László ;Szabó, Zoltán ;Hosztafi, Sándor

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
259 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

Treatment of dihydrocodeinone (thio)semicarbazones 1a–d with Ac~2~O/ZnCl~2~ afforded (6__S__)‐spiro[morphinan‐6,2′(3′H)‐[1,3,4]oxadiazolines] (2a, b) and (6__R__)‐spiro[morphinan‐6,2′‐(3′H)‐[1,3,4]thiadiazolines] (3a, b), respectively. The structure of the products including the configuration of the spiro carbons was determined by ^1^H‐ and ^13^C‐NMR measurements.

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