79258-18-7Relevant academic research and scientific papers
A Mitsunobu route to C-glycosides
Pasetto, Paolo,Walczak, Matthew C.
experimental part, p. 8468 - 8477 (2009/12/28)
C-Glycosides were successfully prepared via dehydrative alkylation under Mitsunobu conditions, using substituted sulfonyl methanes as nucleophiles. The materials prepared were converted to useful C-glycoside intermediates. An application of this approach
Intramolecular ketonitrone-olefin cycloaddition reaction: direct and stereocontrolled synthesis of nitrogenated quaternary centered aminocyclopentitols as galactosidase inhibitors
Suman Reddy,Kadigachalam,Doddi, Venkata Ramana,Vankar, Yashwant D.
scheme or table, p. 5827 - 5830 (2010/01/11)
Synthesis of nitrogenated quaternary centered polyhydroxylated aminocyclopentanes by implementation of ketonitrone-olefin cycloaddition reaction as a key step has been accomplished in a stereocontrolled manner. The target molecules were found to be modera
Enzyme-catalyzed synthesis of isosteric phosphono-analogues of sugar nucleotides
Beaton, Stephen A.,Huestis, Malcolm P.,Sadeghi-Khomami, Ali,Thomas, Neil R.,Jakeman, David L.
supporting information; experimental part, p. 238 - 240 (2009/04/13)
Efficient enzymatic syntheses of isosteric phosphono analogues of sugar nucleotides have been accomplished using a thymidylyltransferase. The Royal Society of Chemistry.
Stereoselective synthesis of branched cyclopentitols by titanium(III)-promoted reductive cyclization of 4-oxiranylaldehydes and 4-oxiranyl ketones derived from hexoses
Chiara, Jose Luis,Bobo, Sofia,Sesmilo, Esther
experimental part, p. 3160 - 3166 (2009/04/06)
Titanocene chloride efficiently promotes the intramolecular reductive cross coupling of highly functionalized 4-oxiranyl-aldehydes and 4-oxiranyl ketones derived from readily available hexoses affording branched cyclopentitols with good stereoselectivity.
Stereospecific synthesis of eight-membered polyhydroxy carbocycles via TIBAL-promoted claisen rearrangement
Han, Tianxiang,Liu, Yi,Yang, Zhenjun,Zhang, Liangren,Zhang, Lihe
supporting information; scheme or table, p. 1985 - 1988 (2009/04/07)
The stereoselective synthesis of novel eight-membered polyhydroxy carbocycles was achieved from D-glucose via mercuriocyclization and triisobutylaluminum (TIBAL)-promoted Claisen rearrangement. Along with rearrangement, TIBAL also promoted debenzylation a
Synthesis and biological evaluation of the first example of an eight-membered iminoalditol
Godin, Guillaume,Garnier, Elodie,Compain, Philippe,Martin, Olivier R.,Ikeda, Kyoko,Asano, Naoki
, p. 579 - 581 (2007/10/03)
The synthesis of the first examples of eight-membered iminoalditols has been achieved from 2,3,4,6-tetra-O-benzyl-D-glucopyranose by way of a ring-closing metathesis. The (2R,3R,4R,5S)-2-hydroxymethyl-azocane-3,4,5-triol (3a), which has the D-gluco config
Carbohydrate-based oxepines: Ring expanded glycals for the synthesis of septanose saccharides
Peczuh, Mark W.,Snyder, Nicole L.
, p. 4057 - 4061 (2007/10/03)
A ring-closing metathesis (RCM) approach to a family of carbohydrate-based oxepines is described. A variety of readily accessible, protected monosaccharide derived dienes were used to demonstrate the utility of the synthetic sequence and to investigate ho
First total synthesis of (+)-hyacinthacine A2
Rambaud, Lauriane,Compain, Philippe,Martin, Olivier R.
, p. 1807 - 1809 (2007/10/03)
The first synthesis of (+)-hyacinthacine A2 has been achieved in six steps from 2,3,5-tri-O-benzyl-D-arabinofuranose in an overall yield of 11%. The structure of this natural product was thus unambiguously established as (1R,2R,3R,7aR)-1,2-dihydroxy-3-hydroxymethylpyrrolizidine
Spontaneous cyclization of triflates derived from δ-benzyloxy alcohols: Efficient and general synthesis of C-vinyl furanosides
Martin, Olivier R.,Yang, Feng,Xie, Fang
, p. 47 - 50 (2007/10/02)
On reaction with triflic anhydride, the hept-1-enitols resulting from the Wittig reaction of tetra-O-benzyl D-hexopyranoses with [Ph3P=CH2] lead, in one step, to 3,6-anhydro-hept-1-enitol derivatives ('C-vinyl furanosides') in high y
