| 词条 | Dearomatization reaction |
| 释义 |
A dearomatization reaction is an organic reaction which involves arenes as reactants and in which the reaction products have permanently lost their aromaticity. This reaction type is of some importance in synthetic organic chemistry for the organic synthesis of new building blocks and in total synthesis. [3] Several methods for the dearomatization of carbocyclic arenes exist: hydrogenation (Birch reduction) , alkylative dearomatization, photochemical dearomatization, thermal dearomatization, oxidative dearomatization, dearomatization with transition metals and enzymatic dearomatization. Photochemical dearomatizationExamples of photochemical reactions are those between certain arenes and alkenes forming [2+2] and [2+4] cycloaddition adducts. Enzymatic dearomatization{{Main|Microbial arene oxidation}}Examples of enzymes capable of arene dearomatization [6][7] are toluene dixoyhydrogenase, napthalene dixoyhydrogenase and benzoyl CoA reductase. Transition-metal assisted dearomatizationA classic example of transition-metal assisted dearomatization is the Buchner ring expansion Catalytic asymmetric dearomatization reactions (CADA) are used in enantioselective synthesis. [10] References1. ^1 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}} [1][2][3][4]2. ^1 Dearomatizing Benzene Ring Reductases Boll M. J Mol Microbiol Biotechnol 2005;10:132–142 {{doi|10.1159/000091560}} 3. ^1 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}} 4. ^1 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}} }} 1 : organic reactions |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。