88270-75-1

Upstream product

• 88230-04-0 (+/-)-trans-1,2-Diacetoxy-3-cyclohexene 
• 61426-49-1 (1R)-2-bromocyclohex-2-en-1-ol 
• 1165952-91-9 cyclohexa-1,3-diene 
• 876938-53-3 Cyclohepta-1,3-diene 
• 6705-51-7 1,3-cyclohexadiene monoepoxide 
• 89064-05-1 (3S,4R)-3,4-epoxy-1-cyclohexene 
• 50870-61-6 2-bromocyclohex-2-en-1-one 
• 3413-44-3 (R)-2-cyclohexen-1-ol 
• 354818-67-0 (1R,6R)-6-(tert-Butyl-diphenyl-silanyloxy)-cyclohex-2-enol 
• 400871-21-8 tert-Butyl-[(1R,2R,6R)-(7-oxa-bicyclo[4.1.0]hept-2-yl)oxy]-diphenyl-silane 
• 20089-20-7 (+/-)-trans-1,2-Dihydroxy-3-cyclohexene 

Relevant academic research and scientific papers

Enantioselective, Stereoconvergent Resolution Copolymerization of Racemic cis-Internal Epoxides and Anhydrides

Unprecedented enantioselective resolution copolymerization of racemic cis-internal epoxides and anhydrides was mediated by dinuclear aluminum complexes with multiple chirality, affording optically active polyesters with two contiguous stereogenic centers, and the unreacted substrates in good enantioselectivity. Unexpected stereoconvergence is observed in this resolution copolymerization, where the selectivity factor for the enantioselective formation of copolymer significantly exceeds the kinetic resolution coefficient based on the unreacted epoxide at various conversions. Catalytic activity and copolymer enantioselectivity are strongly influenced by the phenolate ortho-substituents of the ligand set, as well as the axial linker and its chirality. An enantiopure binaphthol-linked bimetallic AlIII complex allows stereoconvergent access to the stereoregular semi-crystalline polyesters and a concomitant kinetic resolution of the epoxide substrates.

Enantioselective preparation of a novel chiral 1,2-diamine

A short enantioselective preparation of (1S,2S)-trans-1,2-diamino-3-cyclohexene using a double [3,3]-sigmatropic rearrangement of an allylic bis(imidate) is described (Overman rearrangement). The starting chiral diol is conveniently obtained by enzymatic resolution.

New C2-symmetrical 1,2-diphosphanes for the efficient rhodium-catalyzed asymmetric hydroboration of styrene derivatives

A double [2,3] sigmatropic rearrangement enables the fast synthesis of novel C2-symmetrical 1,2-diphosphanes in good yields. These phosphanes (for example, 1; c-Hex = cyclohexyl) are highly efficient ligands for the rhodium-catalyzed asymmetric hydroboration of a wide variety of styrenes (see scheme). cod = 1,5-cyclooctadiene; DME = 1,2-dimethoxyethane.

Enantioselective Ester Hydrolyses Employing Rhizopus nigricans. A Method of Preparing and Assigning the Absolute Stereochemistry of Cyclic Alcohols

The mold Rhizopus nigricans has been used to hydrolyze enantioselectively the acetates of several series of benzocycloalken-3-ols and 2-substituted cycloalkanols to yield chiral alcohols.The configurations of the alcohols formed were established.The absolute stereochemistries of 25 of the 26 alcohols obtained were found to conform to a generalization based on the effective sizes of substituents on the carbinol carbon.The relative sizes of substituents required for agreement were identical with those employed in Horeu's method of establishing the absolute stereochemistry of the same compounds.The use of these microbially mediated hydrolyses to assign the absolute stereochemistry of cyclic secondary alcohols is compared to Horeau's method and to the use of empirical relations between the absolute stereochemistry of an enantiomer and the order, relative to its antipode, in which it is eluted from a chiral (Pirkle) column.