Sigmatropic rearrangements as tools for amino acid and peptide modification: Application of the allylic sulfur ylide rearrangement to the preparation of neoglycoconjugates and other conjugates

被引：26

作者：

Crich, David ^{[1
]}

Zou, Yekui ^{[1
]}

Brebion, Franck ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 24期

关键词：

D O I：

10.1021/jo061439y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Reaction of S-allyl cysteine derivatives, generated by the selenocysteine ligation, with rhodium carbenoids, stabilized and unstabilized, enables the attachment of diverse functionality onto cysteine residues. The reaction is successfully applied to the introduction of lipid-like residues, a fluorous alkyl chain, and mono- and disaccharides.

引用

收藏

页码：9172 / 9177

页数：6

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