145838-81-9Relevant articles and documents
Alternatives to α-Diazo Ketones for Tandem Cyclization-Cycloaddition and Carbenoid-Alkyne Metathesis Strategies. Novel Cyclic Enol-Ether Formation via Carbonyl Ylide Rearrangement Reactions
Fairfax, David J.,Austin, David J.,Xu, Simon L.,Padwa, Albert
, p. 2837 - 2844 (2007/10/02)
Attempts to form carbonyl ylides from free carbenes derived from diazirines or diazo compounds lacking electron-withdrawing substituents resulted in azine formation or Wolff rearrangement, respectively.Iodonium ylides proved to be a possible alternative to α-diazo compounds for metallocarbenoid generation, similar reactivity being observed for both systems.Studies into the rearrangement chemistry of carbonyl ylides provided a novel cyclic enol-ether synthesis via a 1,4-hydrogen shift process.