3877-34-7

Upstream product

• 114838-41-4 (1S,2R,5R,6R)-7-Oxa-bicyclo[4.1.0]heptane-2,5-diol 
• 114838-41-4 t-2,c-3-epoxy-c-4-hydroxy-r-1-cyclohexanol 
• 114924-28-6 c-2,t-3-epoxy-c-4-hydroxy-r-1-cyclohexanol 
• 6671-70-1 2,3-dioxabicyclo[2,2,2]oct-5-ene 
• 277-06-5 cyclohexa-1,3-diene diepoxide 
• 1165952-91-9 cyclohexa-1,3-diene 
• 7732-18-5 water 
• 20089-20-7 (+/-)-trans-1,2-Dihydroxy-3-cyclohexene 
• 114838-43-6 (1RS,5RS,6RS)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-one 
• 114838-43-6 trans-2,3-epoxy-4-hydroxycyclohexan-1-one 
• 526-87-4 (+/-)-conduritol C 
• 2975-92-0 (1R,4R)-Cyclohexane-1,2,3,4-tetraol 
• 41513-32-0 trans-2-cyclohexene-1,4-diol 
• 20021-56-1 DL-(1,3/2,4)-1,2,3,4-Tetra-O-acetylcyclohexanetetrol 

Downstream Products

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

Relevant academic research and scientific papers

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

Optically active phenoxypropionic esters

Optically active compounds of the formula I STR1 where R is C1 -C12 -alkyl or -perfluoroalkyl in which one or two non-adjacent CH2 or CF2 groups can also be replaced by --O-- and/or --CO-- and/or --CO--O-- and/or --CH=CH-- and/or --CH-halogen-- and/or --CHCN-- and/or --0--CO--CH-halogen-- and/or --O--CO--CHCN--, or is C1 -C12 -alkyl which can have a terminal chemically reactive group and in which a CH2 group can be replaced by --O--, A1 and A2 are each, independently of one another, 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl and/or Br atoms and/or CH3 groups and/or CN groups and in which one or two CH groups can also be replaced by N, 1,4-cyclohexylene in which one or two non-adjacent CH2 groups can also be replaced by --O-- and/or --S--, 1,4-piperidinediyl, 1,4-bicyclo[2.2.2]octylene, 2,6-naphthalenediyl, decahydro-2,6-naphthalenediyl or 1,2,3,4-tetrahydro-2,6-naphthalenediyl, A3 is unsubstituted or substituted phenyl, Z is --CO--O--, --O--CO--, --CH2 CH2 --, --OCH2 --, --CH2 O--, --C C-- or a single bond and m is 0, 1, 2 or 3.

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 (

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

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.