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ChemInform Abstract: [2 + 3] Cycloadditions of Azomethine Ylides with 1,3-Thiazole-5(4H)-thiones.

✍ Scribed by G. MLOSTON; A. LINDEN; H. HEIMGARTEN

Publisher: John Wiley and Sons
Year: 2010
Weight: 36 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199823130

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✦ Synopsis

23 -130

[2 + 3] Cycloadditions of Azomethine Ylides with 1,3-Thiazole-5(4H)thiones.

-Azomethine ylides, generated thermally from trans and cis aziridines (I), (VII), (VIII), and (X) give with thiazolethiones (II) in almost all cases mixtures of only two diastereomeric spirocyclic [2 + 3] cycloadducts. This result indicates a stereoselective ring opening and no isomerization of the intermediate ylides with the exception of the reaction of trans aziridine (I) with thione (IIa).

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