Gold-Catalyzed Rearrangement of Allylic Oxonium Ylides: Efficient Synthesis of Highly Functionalized Dihydrofuran-3-ones
摘要：
Rearrangements of allylic oxonium ylides have been recognized as powerful tools for the syntheses of oxygenated carbocycles. This type of transformation typically proceeds through a cascade carbenoid generation/oxonium ylide for-mation/[2,3]-sigmatropic rearrangement. The most common method to generate an oxonium ylide is the decomposition of an cx-carbonyl diazo compound with a metal catalyst to form the metallocarbenoid, which is then trapped by the oxygen atom of an allylic ether (A→C, Scheme 1A). Given that diazo compounds are usually hazardous and explosive, and their preparation and handling are not trivial, the synthetic utility of this type of transformation has been somewhat limited. In this context, the search for a system that is free of diazo compounds and thus less hazardous to promote the rearrangement of allylic oxonium ylides is of great value.
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年份：
2013
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