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Letter

One-Pot Sequential Cu-Catalyzed Reduction and Pd-Catalyzed Arylation of Silyl Enol Ethers

Supporting Info

Junghyun Chae,^† Jaesook Yun,^‡ and Stephen L. Buchwald*^†

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139 and Department of Molecular Science and Technology, Ajou University, Suwon, 443-749, Korea

Org. Lett., 2004, 6 (26), pp 4809–4812

DOI: 10.1021/ol048313c

Publication Date (Web): November 23, 2004

†

Massachusetts Institute of Technology.

‡

Ajou University.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, sbuchwal@mit.edu

Abstract

Enantiomerically enriched β-substituted diphenylsilyl enol ethers, which can be prepared from Cu-catalyzed asymmetric conjugate reduction, are utilized in the Pd-catalyzed arylation of various aryl bromides. This new method provides a simple route to α-arylated cycloalkanones with excellent levels of enantiomeric and diastereomeric purity. The isolation of the intermediate, diphenylsilyl enol ethers is not necessary; the procedure can be carried out in one-pot.

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Published In Issue December 23, 2004
Received August 24, 2004

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Letter

One-Pot Sequential Cu-Catalyzed Reduction and Pd-Catalyzed Arylation of Silyl Enol Ethers

Abstract

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History

Recommend & Share

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