94943-08-5Relevant academic research and scientific papers
Crystalline Pseudo-α-D-glucopyranose
Blattner, Regine,Ferrier, Robert J.
, p. 1008 - 1009 (1987)
Crystalline pseudo-α-D-glucopyranose, a compound of potential biochemical interest, has been obtained for the first time from a 6-deoxyhex-5-enopyranose derivative as starting material.
Synthesis of some carbahexopyranoses using Mn/CrCl3 mediated domino reactions and ring closing metathesis
Kumar, Bejugam Santhosh,Mishra, Girija Prasad,Rao, Batchu Venkateswara
, p. 1838 - 1849 (2017/03/10)
An efficient and common method for the synthesis of 5a-carba-α-D-mannopyranose 5, 5a-carba-β-D-mannopyranose 6, (+) methyl shikimate 9, (+) methyl-5-epi-shikimate 10, validamine analogue 15 and valiolamine analogue 16 from D-mannose, formal synthesis of T
Short and efficient syntheses of gabosine I, streptol, 7-O-acetylstreptol, 1-epi-streptol, gabosine K, and carba α-d-glucose from δ-d-gluconolactone
Shing, Tony K. M.,Chen,Ng
, p. 1318 - 1320 (2011/08/03)
δ-d-Gluconolactone was carbocyclized into an EOM-protected cyclohexenone in four steps involving perethoxymethylation, phosphonate anion addition, reduction, and oxidation with concomitant Horner-Wadsworth-Emmons alkenation. The stable key enone was effic
A norbornyl route to cyclohexitols: Structural diversity in fragmentation through functional group switching. Synthesis of α- and β- galactose, α-talose and α-fucopyranose carbasugars
Mehta, Goverdhan,Mohal, Narinder,Lakshminath, Sripada
, p. 3505 - 3508 (2007/10/03)
A novel fragmentation sequence has been executed within the norbornane system, involving C1-C7 bond scission, to extract a versatile, highly functionalized cyclohexanoid moiety. Its further evolution towards a range-of carbasugars is described. (C) 2000 Elsevier Science Ltd.
Carbohydrates to carbocycles: An expedient synthesis of pseudo-sugars
Sudha,Nagarajan
, p. 925 - 926 (2007/10/03)
A short and versatile synthesis of pseudo-sugars from sugars utilizing the Claisen rearrangement as the key step is described.
Stereoselective conversion of D-glucuronolactone into pseudosugar: Synthesis of pseudo-α-D-glucopyranose, pseudo-β-D-glucopyranose, and validamine
Yoshikawa,Murakami,Yokokawa,Inoue,Kuroda,Kitagawa
, p. 9619 - 9628 (2007/10/02)
Two optically active pseudo-sugars, pseudo-α-D-glucopyranose (12) and pseudo-β-D-glucopyranose (13), were synthesized from D-glucuronolactone in favorable overall yields by using a stereoselective nitromethane addition reaction and a reductive elimination of an ethoxyethoxyl moiety with NaBH4 as key steps. Furthermore, a biologically active pseudo-aminosguar, validamine (18) was efficiently synthesized via a substitution reaction for an acetoxyl group at the β-position of nitro group in a nitrocyclitol derivative (14) which was prepared from a synthetic intermediate (9) of pseudo-d-glucopyranoses (12,13).
Syntheses of pseudo-α-D-glucopyranose, pseudo-β-D-glucopyranose, and validamine from D-glucuronolactone
Yoshikawa,Murakami,Inoue,Kuroda,Kitagawa
, p. 1197 - 1199 (2007/10/02)
Using a stereoselective nitromethane addition and a reductive elimination of an ethoxyethoxyl moiety with NaBH4 as key steps, two optically active pseudo-sugars, pseudo-α-D-glucopyranose and pseudo-β-D-glucopyranose, were synthesized from D-glucuronolactone in favorable overall yield. Furthermore, a biologically active pseudo-aminosugar, validamine, was synthesized via a substitution reaction for an acetoxyl group at the β-position of the nitro group in the nitrocyclitol derivative which was prepared from a synthetic intermediate of pseudo-D-glucopyranose.
Strain-Directed Bridge Cleavage of (Phenylsulfonyl)-7-oxabicycloheptane Derivatives: Application to the Total Synthesis of Carba-α-DL-glucopyranose
Acena, Jose Luis,Arjona, Odon,Pradilla, Roberto Fernandez de la,Plumet, Joaquin,Viso, Alma
, p. 1945 - 1946 (2007/10/02)
New methodology to prepare highly oxygenated cyclohexenylsulfones by regioselective β-elimination of (phenylsulfonyl)-7-oxabicycloheptane derivatives has been developed, and its application to the total synthesis of carba-α-DL-glucopyranose is desc
(-)-QUINIC ACID IN ORGANIC SYNTHESIS. 3. STEREOCONTROLLED SYNTHESES OF PSEUDO-α-D-GLUCOPYRANOSE AND PSEUDO-α-D-MANNOPYRANOSE.
Shing, Tony K. M.,Cui, Yu-xin,Tang, Ying
, p. 2349 - 2358 (2007/10/02)
The alkene (16), readily affordable from (-)-quinic acid, underwent a stereoselective cis- and trans-hydroxylation to give pseudo-α-D-glucopyranose (1) and pseudo-α-D-mannopyranose (2) respectively.
Facile Syntheses of Pseudo-α-D-glucopyranose and Pseudo-α-D-mannopyranose
Shing, Tony K. M.,Cui, Yu-xin,Tang, Ying
, p. 756 - 757 (2007/10/02)
Pseudo-α-D-glucopyranose 1 and pseudo-α-D-mannopyranose 2 are obtained via a stereoselective cis- and trans-hydroxylation respectively of the alkene 8, which is readily derived from (-)-quinic acid.
