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1. Gold-Catalyzed Cycloisomerization of o-Alkynylbenzaldehydes with a Pendant Unsaturated Bond: [3 + 2] Cycloaddition of Gold-Bound 1,3-Dipolar Species with Dipolarophiles

Author

Chang Ho Oh, and Aruna Kumar Gupta, Yeongmi Kim, Dokyung Sung, Wooram Park, and Nakjoong Kim

Subjects
Dipole, Cycloisomerization, Chemistry, Organic Chemistry, Polymer chemistry, Organic chemistry, General Medicine, Physical and Theoretical Chemistry, Biochemistry, Cycloaddition, Catalysis
Abstract

[reaction: see text] 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.

Published
2006
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