4.8 Article

Mechanistic insights into the gold-catalyzed cycloisomerization of bromoallenyl ketones: Ligand-controlled regioselectivity

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 22, Pages 6940-+

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja802144t

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Funding

  1. NIGMS NIH HHS [R01 GM064444, R01 GM064444-05, GM-64444] Funding Source: Medline

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Through computational and experimental studies, the mechanisms of gold-catalyzed cycloisomerization of bromoallenyl ketones in toluene have been elucidated. The divergent 1,2-migrations for the Au(I)- and Au(III)-catalyzed reactions have been investigated, and the results confirmed that the regiochemistry is ligand-dependent in cases of Au(PR3)L (L = Cl, OTf, BF4, and SbF6) catalysts.

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