P. Weber, D. Guillon, et al.
Liquid Crystals
We describe here a simple synthesis of 2-(diazoacetyl)cyclobutanones and their facile thermal rearrangement to 5-spirocyclopropyl-Δα,β-butenolides. The yield of the rearrangement product is high, and the reaction is completely stereospecific. α-Ketenylcyclobutanones have been identified spectroscopically as intermediates, and their rearrangement was studied kinetically. A strained dipolar cyclic transition is proposed for the rearrangement of the α-ketenylcyclobutanones to the corresponding 5-spirocyclopropyl-Δα,β-butenolides. © 1991, American Chemical Society. All rights reserved.
P. Weber, D. Guillon, et al.
Liquid Crystals
M. Brinkmann, V.Z.-H. Chan, et al.
Chemistry of Materials
R.D. Miller, D. Dolce
Tetrahedron Letters
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Macromolecules