20089-18-3

Upstream product

• 277-06-5 cyclohexa-1,3-diene diepoxide 
• 84563-91-7 nivyaside 
• 17793-95-2 cis-1,2-dihydrocatechol 
• 20021-56-1 cyclohexane-r-1,c-2,t-3,t-4-tetrayl tetraacetate 
• 20021-56-1 (+/-)-1D-tetra-O-acetylcyclohexane-1,2,4/3-tetrol 
• 6671-70-1 2,3-dioxabicyclo[2,2,2]oct-5-ene 
• 526-87-4 (+/-)-Conduritol B 
• 20021-56-1 DL-(1,3/2,4)-1,2,3,4-Tetra-O-acetylcyclohexanetetrol 
• 41513-32-0 trans-2-cyclohexene-1,4-diol 
• 1165952-91-9 cyclohexa-1,3-diene 
• 26151-25-7 (+/-)-Penta-O-acetyl-1/2,3,4-cyclohexen-5,-1,2,3,4,5-pentol 
• 7732-18-5 water 
• 20089-20-7 (+/-)-trans-1,2-Dihydroxy-3-cyclohexene 
• 931-71-5 cis-1,4-cyclohexanediol 

Downstream Products

• 909728-81-0 1r.2t.3t.4c-tetrabenzoyloxy-cyclohexane 
• 2975-92-0 (1R,2R,3R,4R)-cyclohexane-1,2,3,4-tetrol 
• 18422-12-3 (1R)-cyclohexane-1r,2c,3t,4c-tetraol 
• 20021-56-1 (+/-)-1D-tetra-O-acetylcyclohexane-1,2,4/3-tetrol 
• 18424-51-6 (1R)-cyclohexane-1r,2c,3c,4t-tetraol 
• 2975-92-0 (+/-)-cyclohexane-1r,2c,3t,4t-tetraol 
• 2975-92-0 (+/-)-1L-cyclohexane-1,3/2,4-tetrol 
• 20021-56-1 DL-(1,3/2,4)-1,2,3,4-Tetra-O-acetylcyclohexanetetrol 
• 20021-56-1 cyclohexane-r-1,c-2,t-3,t-4-tetrayl tetraacetate 
• 18422-07-6 (+/-)-1r,2c,3c,4t-tetrakis-benzoyloxy-cyclohexane 
• 18422-07-6 (+/-)-1r.2t.3c.4t-tetrabenzoyloxy-cyclohexane 
• 18422-07-6 (+/-)-1r,2c,3t,4c-tetrakis-benzoyloxy-cyclohexane 

Relevant academic research and scientific papers

Ring opening of epoxides with NaHSO4: isolation of β-hydroxy sulfate esters and an effective synthesis for trans-diols

Sodium hydrogen sulfate (NaHSO4) was observed to be highly effective as a reagent or catalyst in the ring-opening reactions of epoxides under mild conditions. Reaction of epoxides with NaHSO4 gave isolable β-hydroxy sulfate esters and vicinal diols. Experimenting with different epoxides, the study investigated the scope of the ring-opening reaction.

Dihydroxylation of polyenes using Narasaka's modification of the upjohn procedure

Dihydroxylation of a variety of commercially available polyenes has been investigated using phenylboronic acid, .ZV-methylmorpholine Af-oxide (NMO), and osmium tetroxide in anhydrous solvent. The diastereoselectivity of multiple oxidation steps is in some cases affected by the in situ protection of the intermediate ene-diols as phenyboronic esters, affording polyols not available from the standard Upjohn dihydroxylation procedure. A convenient oxidative deprotection of the phenylboronic esters is also described.

Facile stereoselective syntheses of four of the six 1, 2, 3, 4-cyclohexanetetrols: Increasing the accessibility of cyclitols for probing the molecular recognition of saccharides

New and stereoselective syntheses of (1,2,3/4)-, (1,2/3,4)-, (1,4/2,3)-, and (1,2,4/3)-cyclohexanetetrols (1,2,3 and 4 respectively) are described. The known syn and anti 1,4-cyclohex-2-enediols 9 and 10 were used as starting materials. Diols 9 and 10 wer

Catalytic One-Pot Osmylation of Cyclohexadienes: Stereochemical and Conformational Studies of the Resulting Polyols

Catalytic double osmylation is described for a series of cyclohexadienes in acetone/H2O in the presence of the co-oxidant N-methylmorpholine N-oxide (NMO).The formation of polyols occurred stereospecifically with cyclohexadienes 3, 7, and 11a, leading thereby to tetrols 5a, and 9a and to allo-inositol (14a), respectively.To the contrary, trans-cyclohexadiene-diol 15a gave a mixture of the stereoisomeric inositols 18a (epi), 19a (neo), and 20a (chiro).High-field NMR let to clearcut conformational analyses of the polyhydroxylated derivatives.

Total Syntheses of (-)-Conduritol B ((-)-1L-Cyclohex-5-ene-1,3/2,4-tetrol) and of (+)-Conduritol F ((+)-1D-Cyclohex-5-ene-1,2,4/3-tetrol). Determination of the Absolute Configuration of (+)-Leucanthemitol

The 'naked sugar' (+)-(1R,2R,4R)-2-endo-cyano-7-oxabicyclohept-5-en-2-exo-yl acetate ((+)-4) was converted (7 steps , 45percent overall) with high stereoselectivity into (-)-(4R,5S,6R)-4,5,6-tris(oxy)cyclohex-2-en-1-one (

SHORT SYNTHESIS OF CONDURITOLS A AND D, AND DEHYDROCONDURITOLS, FROM BENZENE: THE PHOTO-OXIDATION OF cis-CYCLOHEXA-3,5-DIENE-1,2-DIOL

Diene (1), available by microbial oxidation of benzene, undergoes reaction with singlet oxygen to yield endoperoxides (2) and (3); reduction or rearrangement of these compounds gives conduritols (5) and (6) or dehydroconduritols (8) and (9), respectively.

A New and Stereospecific Synthesis of Cyclitols: (1,2,4/3)-, (1,2/3,4)-, and (1,3/2,4)-Cyclohexanetetrols

A new and stereospecific synthesis of (1,2,4/3)-, (1,2/3,4)-, and (1,3/2,4)-cyclohexanetetrols 3a, 4a, and 6a is described.Syn and anti epoxy endoperoxides 9 and 10 were synthesized by epoxidation of endoperoxide 8 with m-chloroperbenzoic acid.Catalytic r

NIVYASIDE - A NEW GLYCOSIDE FROM Leucanthemum vulgare

From the ligulate flowers of Leucanthemum vulgare Lam. growing on the territory of the Georgian SSR a new glycoside has been isolated which has been called nivyaside and has the structure 8-(1-α-D-glucopyranosyl-5-deoxyquercit-5-yl)-4',5,7-trihydroxyflavone.

A Facile Synthesis of Cyclitols from Cyclohexene

A facile procedure to synthesize cyclitols from cyclohexene was examined. 1-O-Benzylcyclohex-2-enol (1-benzyloxycyclohexene-2) (I) was prepared from cyclohexene by bromination and successive treatment with sodium benzyloxide.Compound I was converted, by using the same procedure, into DL-trans-1,2-di-O-benzylcyclohex-3-enediol (IIIa), DL-trans- and meso-cis-1,4-di-O-benzylcyclohex-2-enediols (IIIb and IIIc).The main product (IIIa) was converted into dihydroconduritols (IXc and Xc) via the corresponding di-O-benzylcyclohexanetetrols.