Download PDF
Synfacts 2009(11): 1236-1236  
DOI: 10.1055/s-0029-1218122
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Alkynylation of Acylsilanes via Zinc-Salen Catalysis

Contributor(s): Hisashi Yamamoto, Joshua N. Payette
F.-Q. Li, S. Zhong, G. Lu*, A. S. C. Chan*
Sun Yat-sen University, Guangzhou and The Hong Kong Polytechnic University, P. R. of China
Further Information

Publication History

Publication Date:
22 October 2009 (online)

    Permissions and Reprints

Significance

Protocols for the asymmetric alkynylation of ketones are well known and include zinc-, copper-, and organocatalytic-based systems. In the present paper, the authors describe the first example of an enantioselective, catalytic alkynylation reaction of acylsilanes using an in situ generated Zn-salen catalyst complex. Using acetyltri­methylsilane as acceptor, various acetylenes can be utilized to provide the corresponding chiral silylated propargylic alcohols in high yields and enantiomeric excess.