کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1369331 | 981772 | 2014 | 4 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Concise synthesis of C-1-cyano-iminosugars via a new Staudinger/aza Wittig/Strecker multicomponent reaction strategy Concise synthesis of C-1-cyano-iminosugars via a new Staudinger/aza Wittig/Strecker multicomponent reaction strategy](/preview/png/1369331.png)
A new Staudinger/aza Wittig/Strecker multicomponent reaction sequence to C-1-cyano iminoalditols has been developed. When applied to 5-azidodeoxy-d-xylose and -d-glucose as substrates the method leads smoothly in good yield and with excellent stereoselectivity to respectively, 1,5-dideoxy-1,5-imino-d-idurono nitrile and 2,6-didesoxy-2,6-imino-d-glycero-d-ido-heptononitrile.
The Staudinger/aza Wittig/Strecker (SAWS) multicomponent reaction (MCR) sequence applied to azidodeoxy carbohydrate substrates leads smoothly in good yield and with excellent stereoselectivity to versatile C-glycosyl iminoalditol analogues which prove useful as building blocks en route to functionalized C-glycosyl iminoalditols able to inhibit human lysosomal β-glucocerebrosidase.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 24, Issue 12, 15 June 2014, Pages 2777–2780