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Silica-Supported Cationic Gold(I) Complexes as Heterogeneous Catalysts for Regio- and Enantioselective Lactonization Reactions

Xing-Zhong Shu, Son C. Nguyen, Ying He, Fadekemi Oba, Qiao Zhang, Christian Canlas, Gabor A. Somorjai*, A. Paul Alivisatos* and F. Dean Toste*

*Department of Chemistry, University of California, Berkeley, California 94720, United States, Email: somorjaiberkeley.edu, alivisberkeley.edu, fdtosteberkeley.edu

X.-Z. Shu, S. C. Nguyen, Y. He, F. Oba, Q. Zhang, C. Canlas, G. A. Somorjai, A. P. Alivisatos, F. D. Toste, J. Am. Chem. Soc., 2015, 137, 7083-7086.

DOI: 10.1021/jacs.5b04294 (free Supporting Information)



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Abstract

Heterogeneous gold catalysts were easily assembled from readily available silica materials and gold complexes. Dramatic enhancement in regio- and enantioselectivity was observed when compared to the homogeneous unsupported gold catalysts in various reactions where protodeauration is the rate-limiting step. The catalysts can be recovered and recycled up to 11 times without loss of enantioselectivity.

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Key Words

lactones


ID: J48-Y2015