Biocatalytic synthesis of enantiopure building blocks for pharmaceuticals
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Patel, 2011, Biocatalysis: synthesis of key intermediates for development of pharmaceuticals, ACS Catal., 1, 1056, 10.1021/cs200219b
Sanchez, 2011, Enzymes and bioconversions of industrial, pharmaceutical and biotechnological significance, Org. Process Res. Dev., 1, 224, 10.1021/op100302x
Schmaltz, 2011, Enzymes in the synthesis of glycoconjugates, Chem. Rev., 111, 4259, 10.1021/cr200113w
Busto, 2011, Hydrolases: catalytically promiscuous enzymes for non-conventional reactions in organic synthesis, Chem. Soc. Rev., 39, 4504, 10.1039/c003811c
Fischer, 2010, Key building blocks via enzyme-mediated synthesis, Top. Curr. Chem., 297, 1, 10.1007/128_2010_62
Pietruszka, 2009, Chemoenzymatic synthesis of (protected) psymberic acid, Eur. J. Org. Chem., 2009, 3628, 10.1002/ejoc.200900292
Träff, 2011, A chemoenzymatic dynamic kinetic resolution approach to enantiomerically pure (R)- and (S)-duloxetine, J. Org. Chem., 76, 3917, 10.1021/jo2003665
Han, 2010, Chemoenzymatic synthesis of rivastigmine via dynamic kinetic resolution as a key step, J. Org. Chem., 75, 3105, 10.1021/jo9027374
Rioz-Martinez, 2011, Dynamic kinetic resolution of α-substituted β-ketoesters catalyzed by Baeyer–Villiger monooxygenases: access to enantiopure α-hydroxy esters, Angew. Chem. Int. Ed., 50, 8387, 10.1002/anie.201103348
Sapu, 2011, Enantioselective enzymatic desymmetrization of prochiral allenic diols, Angew. Chem. Int. Ed., 50, 9734
Holt, 2009, Enantioselective enzyme-catalysed synthesis of cyanohydrins, Curr. Org. Synth., 6, 15, 10.2174/157017909787314858
Ritzen, 2010, Enantioselective chemoenzymatic synthesis of cis- and trans-2,5-disubstituted morpholines, J. Org. Chem., 75, 3461, 10.1021/jo1003295
Gillingham, 2010, Chemoenzymatic synthesis of differentially protected 3-deoxysugars, Nat. Chem., 2, 102, 10.1038/nchem.504
Schrittwieser, 2011, Recent biocatalytic oxidation–reduction cascades, Curr. Opin. Chem. Biol., 15, 249, 10.1016/j.cbpa.2010.11.010
Werner, 2011, Serveral generations of chemoenzymatic synthesis of oseltamivir (Tamiflu): evolution of strategy, quest for a process-quality synthesis, and evaluation of efficiency metrics, J. Org. Chem., 76, 10050, 10.1021/jo2018872
de Wildeman, 2007, Biocatalytic reductions: from lab curiosity to ‘first choice’, Acc. Chem. Res., 40, 1260, 10.1021/ar7001073
Ma, 2010, A green-by-design biocatalytic process for atorvastatin intermediate, Green Chem., 12, 81, 10.1039/B919115C
Wang, 2011, Highly efficient synthesis of chiral alcohols with a novel NADH-dependent reductase from Streptomyces coelicolor, Bioresour. Technol., 102, 7023, 10.1016/j.biortech.2011.04.046
Badland, 2011, Application of biocatalysis towards asymmetric reduction and hydrolytic desymmetrisation in the synthesis of a β-3 receptor agonist, Green Chem., 13, 2888, 10.1039/c1gc15694b
Liang, 2010, Highly enantioselective reduction of a small heterocyclic ketone: biocatalytic reduction of tetrahydrothiophene-3-one to the corresponding (R)-alcohol, Org. Process Res. Dev., 14, 188, 10.1021/op9002714
Liang, 2010, Development of a biocatalytic process as an alternative to the (−)-DIP-Cl-mediated asymmetric reduction of a key intermediate of montelukast, Org. Process Res. Dev., 14, 193, 10.1021/op900272d
Magnus, 2011, Diarylketone ketoreductase screen and synthesis demonstration to access mGlu2 receptor potentiators, Org. Process Res. Dev., 15, 1377, 10.1021/op2002479
Applegate, 2011, A new dehydrogenase from Clostridium acetobutylicum for asymmetric synthesis: dynamic reductive kinetic resolution entry into the taxotère side chain, Chem. Commun., 47, 2420, 10.1039/C0CC04585C
Stueckler, 2010, Asymmetric synthesis of (R)-3-hydroxy-2-methylpropanoate (‘Roche ester’) and derivatives via biocatalytic CC-bond reduction, Adv. Synth. Catal., 352, 2663, 10.1002/adsc.201000522
Schölzel, 2012, Ene reductase-catalysed synthesis of (R)-profen derivatives, Adv. Synth. Catal., 354, 751, 10.1002/adsc.201100743
Brenna, 2012, Productivity enhancement of CC bioreductions by coupling the in situ substrate feeding product removal technology with isolated enzymes, Chem. Commun., 48, 79, 10.1039/C1CC16014A
Znabet, 2010, A highly efficient synthesis of telaprevir by strategic use of biocatalysis and multicomponent reactions, Chem. Commun., 46, 7918, 10.1039/c0cc02823a
Znabet, 2010, Highly stereoselective synthesis of substituted prolyl peptides using a combination of biocatalytic desymmetrization and multicomponent reactions, Angew. Chem. Int. Ed., 49, 5289, 10.1002/anie.201001592
Koszelewski, 2010, ω-Transaminases for the synthesis of non-racemic α-chiral primary amines, Trends Biotechnol., 28, 324, 10.1016/j.tibtech.2010.03.003
Savile, 2010, Biocatalytic asymmetric synthesis of chiral amines from ketones applied to sitagliptin manufacture, Science, 329, 305, 10.1126/science.1188934
Truppo, 2010, Efficient production of enantiomerically pure chiral amines at concentrations of 50g/L using transaminases, Org. Process Res. Dev., 14, 234, 10.1021/op900303q
Fuchs, 2010, Chemoenzymatic asymmetric total synthesis of (S)-rivastigmine using ω-transaminases, Chem. Commun., 46, 5500, 10.1039/c0cc00585a
Mutti, 2011, Stereoselectivity of four (R)-selective transaminases for the asymmetric amination of ketones, Adv. Synth. Catal., 353, 3227, 10.1002/adsc.201100558
Höhne, 2010, Rational assignment of key motifs for function guides in silico enzyme identification, Nat. Chem. Biol., 6, 807, 10.1038/nchembio.447
Smith, 2010, A multidisciplinary approach toward the rapid and preparative-scale biocatalytic synthesis of chiral amino alcohols: a concise transketolase-/ω-transaminase-mediated synthesis of (2S,3S)-2-aminopentane-1,3-diol, Org. Process Res. Dev., 14, 99, 10.1021/op900190y
Schrittwieser, 2011, Biocatalytic enantioselective oxidative CC coupling by aerobic CH activation, Angew. Chem. Int. Ed., 50, 1068, 10.1002/anie.201006268