Synthesis of Methyl l-Kijanosides by Regio-and Stereoselective Ring Opening of 2-Oxazolidinone-Fused Aziridines

Chi Yun Liu, Venkatachalam Angamuthu, Wei Chen Chen, Duen Ren Hou

研究成果: 雜誌貢獻期刊論文同行評審

3 引文 斯高帕斯(Scopus)

摘要

Kijanose is one of the most highly functionalized deoxysugars found in nature and a challenging synthetic target. We found that the ring opening of trisubstituted, 2-oxazolidinone-fused aziridines is regio-and stereoselective, and the azide adduct has the same stereochemistry as that of kijanose after converting the azido to a nitro group. Therefore, both α-and β-methyl l-kijanosides were prepared from ethyl l-lactate in 14% total yield.

原文???core.languages.en_GB???
頁(從 - 到)2246-2250
頁數5
期刊Organic Letters
22
發行號6
DOIs
出版狀態已出版 - 20 3月 2020

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