A dearomatization reaction is an organic reaction in which the reactants are arenes and the products permanently lose their aromaticity.[1] It is of some importance in synthetic organic chemistry for the organic synthesis of new building blocks [1] and in total synthesis.[2] Types of carbocyclic arene dearomization include hydrogenative (Birch reduction), alkylative, photochemical, thermal, oxidative, transition metal-assisted and enzymatic.[1]
^ abcdefPigge, F. C. (2015) Dearomatization Reactions, in Arene Chemistry: Reaction Mechanisms and Methods for Aromatic Compounds (ed J. Mortier), John Wiley & Sons, Inc, Hoboken, NJ. doi:10.1002/9781118754887.ch15
^Roche, S. P. and Porco, J. A. (2011), Dearomatization Strategies in the Synthesis of Complex Natural Products. Angew. Chem. Int. Ed., 50: 4068–4093. doi:10.1002/anie.201006017
^Anaerobic degradation of homocyclic aromatic compounds via arylcarboxyl-coenzyme A esters: organisms, strategies and key enzymes. Boll M, Löffler C, Morris BE, Kung JW. Environ Microbiol. 2014 Mar;16(3):612-27. doi:10.1111/1462-2920.12328
^Dearomatizing Benzene Ring Reductases Boll M. J Mol Microbiol Biotechnol 2005;10:132–142 doi:10.1159/000091560
^Zhuo, C.-X., Zhang, W. and You, S.-L. (2012), Catalytic Asymmetric Dearomatization Reactions. Angew. Chem. Int. Ed., 51: 12662–12686. doi:10.1002/anie.201204822
January 01, 1970
dearomatization, reaction, dearomatization, reaction, organic, reaction, which, reactants, arenes, products, permanently, lose, their, aromaticity, some, importance, synthetic, organic, chemistry, organic, synthesis, building, blocks, total, synthesis, types, . A dearomatization reaction is an organic reaction in which the reactants are arenes and the products permanently lose their aromaticity 1 It is of some importance in synthetic organic chemistry for the organic synthesis of new building blocks 1 and in total synthesis 2 Types of carbocyclic arene dearomization include hydrogenative Birch reduction alkylative photochemical thermal oxidative transition metal assisted and enzymatic 1 Contents 1 Photochemical 2 Enzymatic 3 Transition metal asssisted 4 ReferencesPhotochemical editExamples of photochemical reactions are those between certain arenes and alkenes forming 2 2 and 2 4 cycloaddition adducts 1 Enzymatic editMain article Microbial arene oxidation Examples of enzymes capable of arene dearomatization 3 4 are toluene dixoyhydrogenase naphthalene dixoyhydrogenase and benzoyl CoA reductase 1 Transition metal asssisted editA classic example of transition metal assisted dearomatization is the Buchner ring expansion 1 Catalytic asymmetric dearomatization reactions CADA are used in enantioselective synthesis 5 References edit a b c d e f Pigge F C 2015 Dearomatization Reactions in Arene Chemistry Reaction Mechanisms and Methods for Aromatic Compounds ed J Mortier John Wiley amp Sons Inc Hoboken NJ doi 10 1002 9781118754887 ch15 Roche S P and Porco J A 2011 Dearomatization Strategies in the Synthesis of Complex Natural Products Angew Chem Int Ed 50 4068 4093 doi 10 1002 anie 201006017 Anaerobic degradation of homocyclic aromatic compounds via arylcarboxyl coenzyme A esters organisms strategies and key enzymes Boll M Loffler C Morris BE Kung JW Environ Microbiol 2014 Mar 16 3 612 27 doi 10 1111 1462 2920 12328 Dearomatizing Benzene Ring Reductases Boll M J Mol Microbiol Biotechnol 2005 10 132 142 doi 10 1159 000091560 Zhuo C X Zhang W and You S L 2012 Catalytic Asymmetric Dearomatization Reactions Angew Chem Int Ed 51 12662 12686 doi 10 1002 anie 201204822 Retrieved from https en wikipedia org w index php title Dearomatization reaction amp oldid 1170650840, wikipedia, wiki, book, books, library,
