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Chem Commun (Camb). 2015 Aug 18;51(64):12768-70. doi: 10.1039/c5cc04830c. Epub 2015 Jul 13.

Gold-catalyzed intramolecular diazo coupling: an efficient macrocyclization towards cyclic olefins.

Author information

1
School of Pharmaceutical Engineering & Life Science, Changzhou University, Changzhou 213164, P. R. China. jtsun08@gmail.com.

Abstract

A gold-catalyzed intramolecular coupling of diazo compounds to produce cyclic olefins has been well established. The medium and large sized membered olefins were obtained in moderate to good yields. Notably, the Z/E selectivity of the olefins highly depended on the ring size. Furthermore, this investigation indicated that the structure of the phosphorous ligand binding to the gold centre played a vital role in the reaction efficiency. Also, high dilution of the reaction mixture is not needed.

PMID:
26165507
DOI:
10.1039/c5cc04830c
[Indexed for MEDLINE]

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