Journal ArticleDOI
Synthesis of (1,2,3,4,5/0)-5-hydroxymethyl-1,2,3,4-cyclohexanetetrol: pseudo-β-dl-talopyranose☆
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TLDR
In this paper, the remaining unknown diastereoisomer of 5-hydroxymethyl-1,2,3,4,4-cyclohexanetetrol with the (1, 2, 3, 4, 5/0)-configuration has been synthesised as the pentaacetate from dl -(1 2/3, 4, 5, 5 )-triacetoxy-5-acetoxymethyl2-bromocyclohexane.About:
This article is published in Carbohydrate Research.The article was published on 1986-09-15. It has received 10 citations till now. The article focuses on the topics: Hydroxymethyl & Aldose.read more
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Book ChapterDOI
Chemistry of carba-sugars (pseudo-sugars) and their derivatives.
Tetsuo Suami,Seiichiro Ogawa +1 more
TL;DR: This chapter focuses on the chemistry of carbahexopyranoses and their derivatives, which are carbocyclic analogs of true disaccharides in which one or both of the hexose or pentose residues is(are) replaced with a carbasugar.
Book ChapterDOI
Chemistry of pseudo-sugars
TL;DR: The first pseudo-sugar was synthesized by G. E. McCasland and his coworkers in 1966 as mentioned in this paper, and the most accessible starting material for the synthesis of pseudo sugars was the Diels-Alder adduct of furan and acrylic acid.
Journal ArticleDOI
The synthesis of DL-1-(hexadecanoyloxy)methyl- and 1-O-hexadecanoyl-inositols as potential inhibitors of phospholipase C
D. James,R. Massy,Pierre C. Wyss +2 more
TL;DR: The synthesis of racemic analogues of phosphatidylinositol (PI) and phosphorus 4,5-bisphosphate (PIP 2) starting from myo- inositol is described.
Journal ArticleDOI
A 1H- and 13C-n.m.r. spectroscopic analysis of six pseudohexoses
Journal ArticleDOI
Stereodivergent synthesis of 5a-carba-hexopyranoses from carbohydrates via 6-exo-dig radical cyclization: preparation of 5a-carba-β-d-manno-, α-d-allo-, β-l-talo- and α-l-gulopyranose pentaacetates from d-mannose
TL;DR: In this paper, carbasugars of the d -mannose series have been prepared in a stereodivergent manner from 2,3:4,6-di- O -isopropylidene-d -mannopyranose.
References
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Journal ArticleDOI
Alicyclic Carbohydrates. XXIX.1,2 The Synthesis of a Pseudo-Hexose (2,3,4,5-Tetrahydroxycyclohexanemethanol)
Journal ArticleDOI
Synthesis of penta-N,O-acetyl-DL-validamine
Journal ArticleDOI
Pseudo-sugars. VI. Synthesis of six isomers of 5-hydroxymethyl-1,2,3,4-cyclohexanetetrol (pseudo-hexopyranose) and their derivatives.
Seiichiro Ogawa,Masayasu Ara,Takashi Kondoh,Michio Saitoh,Reiko Masuda,Tatsushi Toyokuni,Tetsuo Suami +6 more
TL;DR: In this paper, six isomers of 5-hydroxymethyl were synthesized from the exo-2-substituted endo-3-acetoxy-endo-5-acetoxymethyl-7-oxabicyclo[2.2.1]heptane compounds.