96689-97-3Relevant academic research and scientific papers
Synthesis of new C-glycosyl aza-β3-amino acids building blocks
Andreini, Manuel,Felten, Anne-Sophie,Thien, Hoang-Trang Tran,Taillefumier, Claude,Pellegrini-Mo?se, Nadia,Chapleur, Yves
scheme or table, p. 2702 - 2705 (2012/07/27)
New C-glycosylated Nβ-protected aza-β3- amino acid building blocks have been prepared from C-glycosyl aldehydes of gluco and galacto configuration by reductive amination and subsequent N-alkylation. These moieties were elaborated to
An approach to stereoselective preparation of 3-C-glycosylated d- and l-glucals
Parkan, Kamil,Werner, Luká?,L?vyová, Zuzana,Prchalová, Eva,Knie?o, Ladislav
experimental part, p. 352 - 362 (2010/04/02)
An approach to stereoselective synthesis of α- or β-3-C-glycosylated l- or d-1,2-glucals starting from the corresponding α- or β-glycopyranosylethanals is described. The key step of the approach is the stereoselective cycloaddition of chiral vinyl ethers
General synthesis of C-glycosyl amino acids via proline-catalyzed direct electrophilic α-amination of C-glycosylalkyl aldehydes
Nuzzi, Andrea,Massi, Alessandro,Dondoni, Alessandro
supporting information; scheme or table, p. 4485 - 4488 (2009/05/27)
(Chemical Equation Presented) Non-natural axially and equatorially linked C-glycosyl α-amino acids (glycines, alanines, and CH2-serine isosteres) with either S or R α-configuration were prepared by D- and L-proline-catalyzed (de >95%) α-aminati
Microwave-assisted organocatalytic anomerization of α-C- glycosylmethyl aldehydes and ketones
Massi, Alessandro,Nuzzi, Andrea,Dondoni, Alessandro
, p. 10279 - 10282 (2008/04/05)
(Chemical Equation Presented) The use of L-proline (30 mol %) and MW irradiation (13 W) with cooling promotes in a few hours the almost quantitative anomerization of α-C-glycosylmethyl aldehydes into β-isomers. An open-chain enamine-based mechanism is pos
Synthesis and partial biological evaluation of a small library of differentially-linked β-C-disaccharides
Postema, Maarten H. D.,Piper, Jared L.,Jie Shen, Lei Liu,Faust, Marcus,Andreana, Peter
, p. 4748 - 4754 (2007/10/03)
The synthesis of a small library of differentially-linked β-C-disaccharides has been carried out through the use of a radical allylation-RCM strategy. Acids 6 were prepared by Keck allylation of a suitable carbohydrate-based radical precursor, followed by
A novel general route for the synthesis of C-glycosyl tyrosine analogues.
Brenna, Elisabetta,Fuganti, Claudio,Grasselli, Piero,Serra, Stefano,Zamboti, Sabrina
, p. 1872 - 1878 (2007/10/03)
A general method for the synthesis of C-glycosyl amino acids is described here. The stereoisomerically pure tyrosine analogues alpha-L-4 and beta-L-6 are prepared in reasonable overall yields from allyl derivatives 10 and 11. The key step is a benzannulation procedure which is employed in the creation of the aromatic ring that bears the amino acid function.
A general strategy for the convergent synthesis of fused polycyclic ethers via B-alkyl Suzuki coupling: Synthesis of the ABCD ring fragment of ciguatoxins
Sasaki, Makoto,Ishikawa, Makoto,Fuwa, Haruhiko,Tachibana, Kazuo
, p. 1889 - 1911 (2007/10/03)
A new method for convergent coupling of fused polycyclic ethers has been developed, which relies on B-alkyl Suzuki crosscoupling of lactone-derived enol triflates or phosphates. The strategy was successfully applied to a convergent synthesis of the ABCD r
Synthesis of C-linked glycopyranosyl serines via a chiral glycine enolate equivalent.
Nolen, Ernest G,Watts, Micah M,Fowler, Daniel J
, p. 3963 - 3965 (2007/10/03)
[formula: see text] The stereoselective preparation of C-linked D-gluco- and D-galactopyranosyl L-serines in their alpha and beta forms is herein reported. The syntheses require the conversion of the allyl C-glycopyranosides into their iodoethyl derivativ
Preferred Conformation of C-Glycosides. 7. Preferred Conformation of Carbon Analogues of Isomaltose and Gentiobiose
Goekjian, Peter G.,Wu, Tse-Chong,Kang, Han-Young,Kishi, Yoshito
, p. 6422 - 6434 (2007/10/02)
The preferred solution conformation of the 1,6-linked C-disaccharides 3 and 4, carbon analogues of methyl isomaltoside and methyl gentiobioside, was shown to be 3-A and 4-A, respectively, by 1H NMR spectroscopy.
USE OF 1JC1,H1 VALUES FOR THE STEREOCHEMICAL DETERMINATION OF C-GLYCOSIDES: A SIMPLE TWO DIMENSIONAL NMR PROTOCOL
Sparks, Michelle A.,Panek, James S.
, p. 407 - 410 (2007/10/02)
A combination of three two-dimensional homo- and heteronuclear correlation methods have been used to determine the stereochemistry of C-glycosides derived from the reaction of 1-acetyloxy allylic silanes with pyranosi
