A general metal-free approach for the stereoselective synthesis of C-glycals from unactivated alkynes

作者:Devari Shekaraiah; Kumar Manjeet; Deshidi Ramesh; Rizvi Masood*; Shah Bhahwal Ali
来源:Beilstein Journal of Organic Chemistry, 2014, 10: 2649-2653.
DOI:10.3762/bjoc.10.277

摘要

A novel metal-free strategy for a rapid and alpha-selctive C-alkynylation of glycals was developed. The reaction utilizes TMSOTf as a promoter to generate in situ trimethylsilylacetylene for C-alkynylation. Thanks to this methodology, we can access C-glycosides in a single step from a variety of acetylenes, i.e., arylacetylenes and most importantly aliphatic alkynes.

  • 出版日期2014-11-12