Diastereoselective cyanation of α-keto amides derived from N-phenyl camphorpyrazolidinone and camphorsultam

Hua Lin Hsu, Hsin Ling Wu, Uppala Venkatesham, Kwun Min Chen*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

摘要

The diastereoselective cyanation of α-keto amides using trimethylsilyl cyanide in the presence of a Lewis acid is described. The corresponding O-acetylated cyanohydrins are obtained in good to high levels of stereoselectivities. The predominance of products with the S absolute configuration at the newly generated stereogenic center was deduced from single crystal X-ray analysis. 13C NMR data suggest that a preferential s-cis conformation was formed by the chelation of a Lewis acid to the dicarbonyl oxygen atoms.

原文英語
頁(從 - 到)448-454
頁數7
期刊Journal of the Chinese Chemical Society
53
發行號2
DOIs
出版狀態已發佈 - 2006 4月

ASJC Scopus subject areas

  • 一般化學

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