Journal Article10.1021/JO990382V
Use of Electrochemical Methods as an Alternative to Tin Reagents for the Reduction of Vinyl Halides in Inositol Synthons.
Tomas Hudlicky,Christopher D. Claeboe,Larry E. Brammer,Lukasz Koroniak,Gabor Butora,Ion Ghiviriga +5 more
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TL;DR: Electrochemical methods provide for selective reduction of vinyl iodides over vinyl bromides, with better yields than analogous tin methodology.
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Abstract: Several vinyl halides previously used in inositol syntheses were subjected to electrochemical reduction. The unreactivity of allylic alcohols or allylic ethers at the applied potentials allowed the...
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The application of cathodic reductions and anodic oxidations in the synthesis of complex molecules
TL;DR: An introduction to electrochemistry and voltammetry will be provided with descriptions of the four types of electrochemical cells, and recent examples of both anodic oxidations and cathodic reductions will be discussed.
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EcoScale, a semi-quantitative tool to select an organic preparation based on economical and ecological parameters
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Transitioning organic synthesis from organic solvents to water. What's your E Factor?
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On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
TL;DR: Micellar catalysis, wherein nanoparticles composed of newly introduced designer surfactants enable the same cross-couplings, albeit in water, with most taking place at room temperature, reduces E Factors in the absence of an organic solvent as the reaction medium.
References
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TL;DR: In this article, several synthetic pathways to cyclohex-5-ene-1R,2S,3R,4R-tetrol (conduritol C) and cycloencoderhex-1S,2R, 3R, 4R, 6R, 7R, 8R, 9R, 12R, 14R, 15R, 16R, 17R, 18R, 19R, 20R, 21R, 22R, 23R, 24R, 25R, 26R, 27R, 28R,
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Biocatalysis as the strategy of choice in the exhaustive enantiomerically controlled synthesis of conduritols
Tomas Hudlicky,Hector Luna,Horacio F. Olivo,Catherine Andersen,Thomas C. Nugent,John D. Price +5 more
TL;DR: An approach to several conduritols, both naturally occurring and unnatural derivatives, is described, and the key strategy relies on the bio-oxidation of chloro- or bromobenzene to their corresponding cis-diols.
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Biocatalysis as a Rational Approach to Enantiodivergent Synthesis of Highly Oxygenated Compounds: (+)‐ and (—)‐Pinitol and Other Cyclitols
TL;DR: Stereocontrolled oxidative transformation of diols of type 2 are exemplified in the synthesis of conduritol C and dihydroconduritolC and a guide to the stereorational design of any stereoisomer of cyclohexane (poly)ols or carbohydrates is provided.
57
A practical multigram-scale synthesis of allo-inositol
TL;DR: In this article, a multigram scale starting with bromobenzene in seven steps by three different cis-dihydroxylations (enzymatic, OsO 4 and RuO 4 catalyzed) employed in tandem.
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