Synthesis 2008(4): 507-510  
DOI: 10.1055/s-2008-1032154
PAPER
© Georg Thieme Verlag Stuttgart · New York

Gold(III)-Catalyzed Cyanosilylation of Ketones and Aldehydes

Woo Kyung Cho, Sung Min Kang, Amiya K. Medda, Jungkyu K. Lee, Insung S. Choi*, Hee-Seung Lee*
Department of Chemistry and School of Molecular Science (BK21), Center for Molecular Design and Synthesis, KAIST, Daejeon 305-701, Korea
Fax: +82(42)8692810; e-Mail: ischoi@kaist.ac.kr; e-Mail: hee-seung_lee@kaist.ac.kr;
Further Information

Publication History

Received 27 September 2007
Publication Date:
31 January 2008 (online)

Abstract

Gold(III) chloride was found to be a highly efficient catalyst for the cyanosilylation of various ketones and aldehydes. The reactions were complete within 30 minutes at room temperature in the presence of only one mol% gold(III) chloride, yielding the corresponding cyanohydrin trimethylsilyl ethers in very good yields. The isolated yields for the reactions of ketones were up to 98%, and the reactions of aldehydes gave 100% conversion, as monitored by 1H NMR spectroscopy.

1

These authors contributed equally to this work.