Liebigs Annalen der Chemie

Transition metal??and acid??induced transformations of 6??siloxy??substituted 5, 6??dihydro??4H??1, 2??oxazines: Preparation of pyrroles, nitrones, 1, 4??dicarbonyl …

C Hippeli, R Zimmer, HU Reißig

Index: Hippeli, Claudia; Zimmer, Reinhold; Reissig, Hans-Ulrich Liebigs Annalen der Chemie, 1990 , # 5 p. 469 - 474

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Citation Number: 16

Abstract

Abstract A variety of 6-siloxy-substituted 5, 6-dihydro-4H-1, 2-oxazines (abbreviation: 1, 2- oxazines) 1, 3 could be transformed into di-and trisubstituted pyrroles 2, 4 by means of molybdenum hexacarbonyl. The mechanism of this deoxygenating ring contraction is discussed. With two bicyclic 1, 2-oxazines an acid-catalyzed fragmentation affording α- methylenecycloalkanones 7 has been observed, while other 1, 2-oxazines rearrange in ...