Preparation, Structure, and Unique Thermal [2+ 2],[4+ 2], and [3+ 2] Cycloaddition Reactions of 4Vinylideneoxazolidin??2??one

…, S Tanaka, T Okajima, Y Tamaru

Index: Horino, Yoshikazu; Kimura, Masanari; Tanaka, Shuji; Okajima, Toshiya; Tamaru, Yoshinao Chemistry - A European Journal, 2003 , vol. 9, # 11 p. 2419 - 2438

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Citation Number: 38

Abstract

Abstract The terminal allene C α [DOUBLE BOND] C β bonds of 4vinylidene-2- oxazolidinone (2) readily undergo [2+ 2] cycloaddition with a wide variety of terminal alkynes, alkenes, and 1, 3-dienes irrespective of their electronic nature under strictly thermal activation conditions (70–100 C) and provide 3substituted (Z)-methylenecyclobutenes 6, 3substituted methylenecyclobutanes 7 and 8, and 3vinylmethylenecyclobutanes 9, ...