Chemoselective isomerization of amide-substituted oxetanes with Lewis acid to give oxazine derivatives or bicyclic amide acetals

T Nishimura, S Kanoh, H Senda, K Ando…

Index: Nishimura, Tomonari; Kanoh, Shigeyoshi; Senda, Hitoshi; Tanaka, Toshiyuki; Ando, Kohji; Ogawa, Hiroshi; Motoi, Masatoshi Chemical Communications, 1998 , # 1 p. 43 - 44

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Citation Number: 10

Abstract

The Lewis-acid catalyzed isomerization of secondary and tertiary amide-substituted oxetanes takes place chemoselectively, giving 5-hydroxymethyl-5, 6-dihydro-4H-1, 3- oxazines and reactive amide acetals consisting of a bicyclo [2.2. 2] octane skeleton, respectively.