Journal ArticleDOI
Synthetic 8-vinylbenzo[d]naphtho[1,2-b]pyran-6-one C-glycoside
Daw Iong Kwok,G. Doyle Daves +1 more
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TLDR
In this article, the synthesis of 8-ethenyl-1-hydroxy-4-(βD-ribo-furanosyl) benzo [d] naphtho [1,2-b] pyran-6-one, a C-glycoside analogue of ravidomycin and gilvocarcin V, has been achieved by a sequence of reactions involving Lewis acid catalysed coupling of the aglycon and carbohydrate followed by introduction of the vinyl group and unmasking of the carbohydrate and phenolic hydroxyls.Abstract:
Synthesis of 8-ethenyl-1-hydroxy-4-(βD-ribo-furanosyl) benzo [d] naphtho [1,2-b] pyran-6-one, a C-glycoside analogue of ravidomycin and gilvocarcin V, has been achieved by a sequence of reactions involving Lewis acid catalysed coupling of the aglycon and carbohydrate followed by introduction of the vinyl group and unmasking of the carbohydrate and phenolic hydroxyls.read more
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Synthetic routes to 2,5-disubstituted tetrahydrofurans
J.‐C. Harmange,Bruno Figadère +1 more
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Biaryls in nature: a multi-facetted class of stereochemically, biosynthetically, and pharmacologically intriguing secondary metabolites.
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Titanium(III) Reagents in Carbohydrate Chemistry: Glycal and C-Glycoside Synthesis
TL;DR: Titanocene(III) chloride and zirconcene(III), a mild reagents for radical generation in organic synthesis, were used for the conversion of glycosyl halides to glycals in this article.
Journal ArticleDOI
A concise total synthesis of the aglycone of the gilvocarcins
TL;DR: In this article, a brief and convergent synthesis of the aglycone of the gilvocarcins M and E (and formally V) involving, in the key step, a Pd-mediated intramolecular biaryl coupling, is reported.