4.8 Article

Gold-catalyzed cycloisomerization of o-alkynylbenzaldehydes with a pendant unsaturated bond:: [3+2] cycloaddition of gold-bound 1,3-dipolar species with dipolarophiles

Journal

ORGANIC LETTERS
Volume 7, Issue 23, Pages 5289-5291

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol052229v

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A new and novel Au-catalyzed cycloisomerization of ynals bearing a pendant unsaturated bond leading to synthetically valuable [6.7.n]-tricyclic compounds were developed. This study strongly supports the intermediacy of [3 + 2] cycloaddition proposed by DFT calculation and provides an easy access to key skeletons found in a variety of natural products.

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