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Rhodium-Catalyzed Ring Expansion of Cyclopropanes to Seven-membered Rings by 1,5 C[BOND]C Bond Migration


  • We thank the NIH (R01GM088285) and University of Wisconsin for funding. S.H. was partially supported by a fellowship from the Chinese Scholarship Council.


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The golden side of rhodium: Highly functionalized seven-membered rings were prepared from substituted cyclopropanes by a RhI-catalyzed tandem isomerization reaction. The π-acidic RhI catalyst promoted the formation of an allene intermediate by a 1,3 acyloxy migration of a propargyl ester and a subsequent net 1,5 migration of a cyclopropane C[BOND]C bond.

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