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Au-containing all-carbon 1,3-dipoles: generation and [3+2] cycloaddition reactions.

Journal of the American Chemical Society (2008-08-30)
Guozhu Zhang, Liming Zhang
ABSTRACT

A novel approach to generate Au-containing all-carbon 1,3-dipoles is developed via an unprecedented migration-fragmentation of ketals/acetals. These in situ generated dipoles undergo rapid [3+2] cycloaddition under mild conditions with various enones/enals, electron-rich aromatic aldehydes, and N-benzylindole, leading to flexible formation of highly functionalized dihydrofurans and cyclopentenes.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
p-Anisaldehyde, 98%
Supelco
p-Anisaldehyde, analytical standard
Sigma-Aldrich
p-Anisaldehyde, ≥97.5%, FCC, FG

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