[1] VERHO O,BÄCKVALL J E. Chemoenzymatic dynamic kinetic resolution:a powerful tool for the preparation of enantiomerically pure alcohols and amines[J]. Journal of the American Chemical Society,2015,137(12):3996-4009.[2] ALLEN J V,WILLIAMS J M. Dynamic kinetic resolution with enzyme and palladium combinations[J]. Tetrahedron Letters,1996,37:1859-1862.[3] DINH P M,HOWARTH J A,HUDNOTT A R,et al. Catalytic racemisation of alcohols:applications to enzymatic resolution reactions[J]. Tetrahedron Letters,1996,37:7623-7626.[4] LARSSON A L E,PERSSON B A,BÄCKVALL J E. Enzymatic resolution of alcohols coupled with ruthenium-catalyzed racemization of the substrate alcohol[J]. Angewandte Chemie International Edition,1997,36:1211-1212.[5] KAZLAUSKAS R J,WEISSFLOCH A N E,RAPPAPORT A T,et al. A rule to predict which enantiomer of a secondary alcohol reacts faster in reactions catalyzed by cholesterol esterase,lipase from pseudomonas cepacia,and lipase from Candida rugose[J]. Journal of Organic Chemistry,1991,56:2656-2665.[6] CONLEY B L,PENNINGTON-BOGGIO M K,BOZ E,et al. Discovery applications,and catalytic mechanisms of Shvo's catalyst[J]. Chemical Reviews,2010,110:2294-2312.[7] KOH J H,JEONG H M,PARK J. Efficient catalytic racemization of secondary alcohols[J]. Tetrahedron Letters,1998,39:5545-5548.[8] KOH J H,JUNG H M,KIM M J,et al. Enzymatic resolution of secondary alcohols coupled with ruthenium-catalyzed racemization without hydrogen mediator[J].Tetrahedron Letters,1999,40:6281-6284.[9] AKAI S,TANIMOTO K,KITA Y. Lipase-catalyzed domino dynamic kinetic resolution of racemic 3-vinylcyclohex-2-en-1-ols/Intra- molecular diels-alder reaction:one-pot synthesis of optically active polysubstituted decalin[J]. Angewandte Chemie International Edition,2004,43:1407-1410.[10] CHOI J H,KIM Y H,NAM S H,et al. Aminocyclopentadienyl ruthenium chloride:catalytic racemization and dynamic kinetic resolution of alcohols at ambient temperature[J]. Angewandte Chemie International Edition,2002,41:2373-2376.[11] KIM H,CHOI Y K,LEE J,et al. Ionic-surfactant-coated burkholderia cepacia lipase as a highly active and enantioselective catalyst for the dynamic kinetic resolution of secondary alcohols[J]. Angewandte Chemie International Edition,2011,50:10944-10948.[12] WARNER M,BACKVALL J E. Mechanistic aspects on cyclopentadienylruthenium complexes in catalytic racemization of alcohols[J]. Accounts of Chemical Research,2013,46:2545-2555.[13] CSJERNYIK G,BOGAR K,BACKVALL J E. New efficient ruthenium catalysts for racemization of alcohols at room temperature[J]. Tetrahedron Letters,2004,45:6799-6802.[14] MARTIN-MATUTE B,EDIN M,BOGAR K,et al. Highly compatible metal and enzyme catalysts for efficient dynamic kinetic resolution of alcohols at ambient temperature[J]. Angewandte Chemie International Edition,2004,43:6535-6539.[15] VERHO O,JOHNSTON E V,KARLSSON E,et al. Tuning of the electronic properties of a cyclopentadienylruthenium catalyst to match racemization of electron-rich and Electron deficient alcohols[J].Chemistry-A European Journal,2011,17:11216-11222.[16] KIM N,KO S B,KWON M S,et al. Air-stable racemization catalyst for dynamic kinetic resolution of secondary alcohols at room temperature[J]. Organic Letters,2005,7:4523-4526.[17] HAN K,KIM C,PARK J,et al. Chemoenzymatic synthesis of rivastigmine via dynamic kinetic resolution as a key step[J]. Journal of Organic Chemistry,2010,75:3105-3108.[18] KO S B,BABURAJ B,KIM M J,et al. Air-stable racemization catalysts for the dynamic kinetic resolution of secondary alcohols[J]. Journal of Organic Chemistry,2007,72:6860-6864.[19] LEE J H,KIM N,KIM M J,et al. Substituent effect on catalytic activities of [{η5-Ar4C4COC (O) Ar} Ru (CO) 2Cl] in racemization and DKR of secondary alcohols[J]. ChemCatChem,2011,3:354-359.[20] PAIVO M,MAVRYNSKY D,LEINO R,et al. Dynamic kinetic resolution of a wide range of secondary alcohols:cooperation of dicarbonylchlorido(pentabenzylcyclopentadienyl) ruthenium and CAL-B[J]. European Journal of Organic Chemistry,2011,8:1452-1457.[21] MAVRYNSKY D,PAIVIO M,LUNDELL K,et al. Dicarbonylchloro (pentabenzylcyclopentadienyl) ruthenium as racemization catalyst in the dynamic kinetic resolution of secondary alcohols[J]. European Journal of Organic Chemistry,2009,9:1317-1320.[22] FERNANDEZ J A,MANZINI S,NOLAN S P. A cationic ruthenium complex for the dynamic kinetic resolution of secondary alcohols[J]. Chemistry-A European Journal,2014,20:13132-13135.[23] AGRAWAL S,MARTINEZ-CASTRO E,MARCOS R,et al. Readily available ruthenium complex for efficient dynamic kinetic resolution of aromatic hydroxy ketones[J]. Organic Letters,2014,16:2256-2259.[24] HAAK R M,BERTHIOL F,JERPHAGNON T,et al. Dynamic kinetic resolution of racemic haloalcohols:direct access to enantioenriched epoxides[J]. Journal of the American Chemical Society,2008,130:13508-13509.[25] MARR A C,POLLOCK C L,SAUNDERS G C. Base-free dynamic kinetic resolution of secondary alcohols using “piano-stool” complexes of N-heterocyclic carbenes[J]. Organometallics,2007,26:3283-3285.[26] AKAI S,TANIMOTO K,KANAO Y,et al. A dynamic kinetic resolution of allyl alcohols by the combined use of lipases and [VO(OSiPh3)3][J]. Angewandte Chemie International Edition,2006,45:2592-2595.[27] AKAI S,HANADA R,FUJIWARA N,et al. One-pot synthesis of optically active allyl esters via Lipase-Vanadium combo catalysis[J]. Organic Letters,2010,12:4900-4903.[28] EGI M,SUGIYAMA K,SANETO M,et al. Mesoporous- silica-immobilized Oxovanadium cocatalyst for the Lipase-catalyzed dynamic kinetic resolution of racemic alcohols[J].Angewandte Chemie International Edition,2013,52:3654-3658.[29] WUYTS S,WAHLEN J,JACOBS P A,et al. Heterogeneous vanadium catalysts for racemization and chemoenzymatic dynamic kinetic resolution of benzylic alcohols[J]. Green Chemistry,2007,9:1104-1108.[30] BERKESSEL A,SEBASTIAN-IBARZ M L,MULLER T N. Lipase/Aluminium-katalysierte dynamische kinetische racematspaltung von sekundären Alkoholen[J]. Angewandte Chemie International Edition,2006,45:6567-6570.[31] REETZ M T,SCHIMOSSEK K. Lipase-catalyzed dynamic kinetic resolution of chiral amines:use of palladium as the racemization catalyst[J]. Chimia,1996,50:668-669.[32] PARVULESCU A,DE VOS D,JACOBS P. Efficient dynamic kinetic resolution of secondary amines with Pd on alkaline earth salts and a lipase[J]. Chemical Communications,2005,42:5307-5309.[33] PARVULESCU A,DE VOS D,JACOBS P. Palladium catalysts on alkaline-earth supports for racemization and dynamic kinetic resolution of benzylic amines[J]. Chemistry-A European Journal,2007,13:2034-2043.[34] ANDRADE L H,SILVA A V,PEDROZO E C. First dynamic kinetic resolution of selenium-containing chiral amines catalyzed by palladium (Pd/BaSO4) and Candida antartica lipase (CAL-B)[J]. Tetrahedron Letters,2009,50:4331-4334.[35] PARVULESCU A,VAN DER EYCKEN E,JACOBS P A,et al. Microwave-promoted racemization and dynamic kinetic resolution of chiral amines over Pd on alkaline earth supports and lipases[J]. Journal of Catalysis,2008,255:206-212.[36] KIM Y,PARK J,KIM M J. Fast racemization and dynamic kinetic resolution of primary benzyl amines[J]. Tetrahedron Letters,2010,51:5581-5584.[37] KIM M J,KIM W H,HAN K,et al. Dynamic kinetic resolution of primary amines with a recyclable Pd nanocatalyst for racemization[J]. Organic Letters,2007,9:1157-1159.[38] CHOI Y K,KIM Y,HAN K,et al. Synthesis of optically active amino acid derivatives via dynamic kinetic resolution[J]. Journal of Organic Chemistry,2009,74:9543-9545.[39] ENGSTROM K,SHAKERI M,BÄCKVALL J E. Dynamic kinetic resolution of β-amino esters by a heterogeneous system of a Palladium nanocatalyst and Candida antarctica Lipase A[J]. European Journal of Organic Chemistry,2011,10:1827-1830.[40] XU G,DAI X,FU S,et al. Efficient dynamic kinetic resolution of arylamines with Pd/layered double-hydroxide-dodecyl sulfate anion for racemization[J]. Tetrahedron Letters,2014,55:397-402.[41] SHAKERI M,TAI C W,GOTHELID E,et al. Small Pd nanoparticles supported in large pores of mesocellular foam:an excellent catalyst for racemization of amines[J]. Chemistry-A European Journal,2011,17:13269-13273.[42] JIN Q R,JIA G Q,ZHANG Y M,et al. Modification of supported Pd catalysts by alkalic salts in the selective racemization and dynamic kinetic resolution of primary amines[J]. Catalysis Science & Technology,2014,4:464-471.[43] SHAKERI M,ENGSTROM K,SANDSTROM A G,et al. Highly enantioselective resolution of β-Amino esters by Candida antarctica Lipase A immobilized in mesocellular foam:application to dynamic kinetic resolution[J]. ChemCatChem,2010,2:534-538.[44] PAMIES O,ELL A H,SAMEC J S M,et al. An efficient and mild ruthenium-catalyzed racemization of amines:application to the synthesis of enantiomerically pure amines[J]. Tetrahedron Letters,2002,43:4699-4702.[45] HOBEN C E,KANUPP L,BÄCKVALL J E. Practical chemoenzymatic dynamic kinetic resolution of primary amines via transfer of a readily removable benzyloxycarbonyl group[J]. Tetrahedron Letters,2008,49:977-979.[46] SHAKERI M,ENGSTROM K,SANDSTROM A G,et al. Highly enantioselective resolution of β-amino esters by candida antarctica lipase A immobilized in mesocellular foam:application to dynamic kinetic resolution[J]. ChemCatChem,2010,2:534-538.[47] PARVULESCU A N,JACOBS P A,DE VOS D E. Heterogeneous raney nickel and cobalt catalysts for racemization and dynamic kinetic resolution of amines[J]. Advanced Synthesis & Catalysis,2008,350:113-121. |