- Cyanide-Free Synthesis of Glycosyl Carboxylic Acids and Application for the Synthesis of Scleropentaside A
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We have developed a cyanide-free strategy for the synthesis of glycosyl carboxylic acids, which can provide 1,2-trans or 1,2-cis glycosyl carboxylic acids and is compatible with common protecting groups. The synthetic utility was demonstrated by the synth
- Zou, Liang-Jing,Pan, Qiang,Li, Cai-Yi,Zhang, Ze-Ting,Zhang, Xiao-Wei,Hu, Xiang-Guo
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supporting information
p. 8302 - 8306
(2020/11/18)
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- Aryl-β-C-glucosidation using glucal boronate: Application to the synthesis of tri-O-methylnorbergenin
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Novel aryl-β-C-glucosidation method using glucal boronate was developed. This protocol can offer several advantages including use of non-toxic, easily handling glucal boronate as a crystalline solid and storable at room temperature for several months. Tri-O-methylnorbergenin (8,10-di-O-methylbergenin), an anti-HIV active bergenin derivative, was concisely synthesized by application of the aryl-β-C-glucosidation method.
- Sakamaki, Shigeki,Kawanishi, Eiji,Nomura, Sumihiro,Ishikawa, Tsutomu
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p. 5744 - 5753
(2012/09/08)
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- Triisobutylaluminium (TIBAL) promoted rearrangement of C-glycosides
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Triisobutylaluminium-promoted rearrangement of unsaturated glycosides containing electron-donating aglycons, such as C-aryl glycosides, provides direct access to highly functionalised cyclohexane derivatives.
- Sollogoub, Matthieu,Sinay, Pierre
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p. 843 - 858
(2007/10/03)
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- Carbocyclic ring closure of unsaturated S-, Se-, and C-aryl glycosides
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Triisobutylaluminum-promoted rearrangement of unsaturated glycosides containing electron-donating aglycons - such as C-aryl glycoside 1, or O-, S- , and Seglycosides - provides direct access to highly functionalized cyclohexane derivatives such as 2.
- Sollogoub, Matthieu,Mallet, Jean-Maurice,Sinay, Pierre
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p. 362 - 364
(2007/10/03)
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- The First Direct Method for C-Glucopyranosyl Derivatization of 2,3,4,6-Tetra-O-benzyl-D-glucopyranose
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Commercially available 2,3,4,6-tetra-O-benzyl-D-glucopyranose, activated by trifluoroacetic anhydride reacts, in the presence of Lewis acids, with various silyl enol ethers or with allylsilane to yield C-D-glucopyranosyl derivatives of the α-configuration
- Allevi, Pietro,Anastasia, Mario,Ciuffreda, Pierangela,Fiecchi, Alberto,Scala, Antonio
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p. 1245 - 1246
(2007/10/02)
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