Synlett 1997; 1997(12): 1379-1380
DOI: 10.1055/s-1997-1071
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

The Addition of Trimethylsilyl Cyanid to Carbonyl Compounds Using Yb(OTf)3 as Lewis Acid Catalyst

Yang Yang, Dong Wang*
  • *Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, P.R. China, Fax 8610-62559673; dwang1@home.icm.ac.cn
Further Information

Publication History

Publication Date:
31 December 2000 (online)

Yb(OTf)3 was found to be an effective catalyst in the addition of TMSCN to various carbonyl compounds. Highly chemoselective process was observed in the reactions of α-keto aldehyde acetals. Catalyst Yb(OTf)3 is tolerant to the hydroxy group of glyoxylate hydrates used. Catalytic diastereoselective trimethylsilylcyanation of chiral aldehydes and cyanation of glyoxylate hydrates can be carried out under mild condition with moderate de.

    >