Journal
TETRAHEDRON LETTERS
Volume 42, Issue 35, Pages 6133-6135Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(01)01212-6
Keywords
dienes; cyanates; rearrangements; allenes; isocyanates
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Evidence is presented that the [3,3] sigmatropic rearrangement of simple allyl cyanates to give allyl isocyanates proceeds much more rapidly than the analogous reaction of propargyl cyanates. Nevertheless, a substituted allyl cyanate is isolated for the first time, and the activation parameters of its [3,3] sigmatropic isomerization are measured. (C) 2001 Elsevier Science Ltd. All rights reserved.
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