@article { ISI:000230753500026, title = {Pd-catalyzed oxidative kinetic resolution of 2-azido-1-arylethanols}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {44}, number = {7}, year = {2005}, month = {JUL}, pages = {1533-1535}, publisher = {NATL INST SCIENCE COMMUNICATION}, address = {DR K S KRISHNAN MARG, NEW DELHI 110 012, INDIA}, abstract = {

(-)-Sparteine/Pd (II) complex in combination with oxygen as a stoichiometric oxidant, catalyses the oxidative kinetic resolution of P-azido alcohols to afford the corresponding chiral 2-azido-1-arylethanols.

}, keywords = {(-)-sparteine-Pd (II) complex, beta-azidoalcohol, chiral 2-azido-1-arylethanol, Kinetic resolution}, issn = {0376-4699}, author = {Sayyed, I. A. and Kumar, N. S. C. R. and Sudalai, A.} } @article { ISI:000241179400021, title = {Short enantioselective synthesis of (-)-chloramphenicol and (+)-thiamphenicol using tethered aminohydroxylation}, journal = {Tetrahedron}, volume = {62}, number = {43}, year = {2006}, month = {OCT}, pages = {10202-10207}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An efficient enantioselective synthesis of (-)-chloramphenicol (1) and (+)-thiamphenicol (2) is described. These antibiotics have been synthesized from commercially available 4-nitrobenzaldehyde and 4-(methylthio)benzaldehyde, respectively, using tethered amino-hydroxylation and Sharpless asymmetric epoxidation as the chirality inducing steps. (c) 2006 Elsevier Ltd. All rights reserved.

}, keywords = {asymmetric epoxidation, Asymmetric synthesis, Kinetic resolution, Tethered aminohydroxylation}, issn = {0040-4020}, doi = {10.1016/j.tet.2006.08.019}, author = {George, Shyla and Narina, Srinivasarao V. and Sudalai, Arumugarn} } @article { ISI:000248356100011, title = {Enantioselective synthesis of (S)-timolol via kinetic resolution of terminal epoxides and dihydroxylation of allylamines}, journal = {Tetrahedron}, volume = {63}, number = {14}, year = {2007}, month = {APR}, pages = {3026-3030}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An efficient enantioselective synthesis of (S)-timolol has been described using chiral Co-salen-catalyzed kinetic resolution of less expensive (+/-)-epichlorohydrin with 3-hydroxy-4-(N-morpholino)-1,2,5-thiadiazole in good overall yield (55\%) and excellent enantioselectivity (98\%). Synthesis of (S)-timolol has also been achieved using hydrolytic kinetic resolution as well as asymmetric dihydroxylation routes in 90\% ee and 56\% ee, respectively. (c) 2007 Elsevier Ltd. All rights reserved.

}, keywords = {asymmetric reactions, diols, epoxides, Kinetic resolution, oxazolidinone}, issn = {0040-4020}, doi = {10.1016/j.tet.2007.01.057}, author = {Narina, Srinivasarao V. and Sudalai, Arumugam} } @article { ISI:000264123000013, title = {Synthesis of chiral sulfoxides by enantioselective sulfide oxidation and subsequent oxidative kinetic resolution using immobilized Ti-binol complex}, journal = {Journal of Catalysis}, volume = {262}, number = {1}, year = {2009}, month = {FEB}, pages = {111-118}, publisher = {ACADEMIC PRESS INC ELSEVIER SCIENCE}, address = {525 B ST, STE 1900, SAN DIEGO, CA 92101-4495 USA}, abstract = {

Chiral Ti-binol complex was immobilized onto ionic liquid modified SBA-15 and characterized by different physicochemical techniques. The catalyst was found to be highly enantioselective in the heterogeneous asymmetric oxidation of prochiral sulfides to sulfoxides and subsequent oxidative kinetic resolution of the sulfoxides using aqueous tert-butylhydroperoxide as the oxidant. A positive non-linear effect was observed in the oxidation-kinetic resolution of thioanisole using this supported catalyst. The supported catalyst was reused in multiple catalytic runs without any loss of enantioselectivity. (C) 2008 Elsevier Inc. All rights reserved.

}, keywords = {Kinetic resolution, Mesoporous silica, Non-linear effect, Sulfides, Sulfoxides, Supported ionic liquid, Ti-binol}, issn = {0021-9517}, doi = {10.1016/j.jcat.2008.12.007}, author = {Sahoo, Suman and Kumar, Pradeep and Lefebvre, F. and Halligudi, Shivaraj B.} } @article { ISI:000308878400007, title = {Immobilization of enantioselective lipase on soluble supports for kinetic resolution of drug intermediates}, journal = {Journal of Bioactive and Compatible Polymers}, volume = {27}, number = {5}, year = {2012}, month = {SEP}, pages = {499-509}, publisher = {SAGE PUBLICATIONS LTD}, address = {1 OLIVERS YARD, 55 CITY ROAD, LONDON EC1Y 1SP, ENGLAND}, abstract = {

The microbial lipase, Arthrobacter sp. lipase (MTCC 5125), from the Indian Institute of Integrative Medicine repository, is known as an effective catalyst for high enantioselective kinetic resolution of drug intermediates. The ABL was immobilized on water-soluble linear supports by covalently binding it to the epoxy groups on the N-vinyl pyrrolidone/allyl glycidyl ether and N-vinyl pyrrolidone/glycidyl methacrylate copolymers. The immobilized lipase, on different soluble supports, had 90-110 mg/g protein binding and 500-700 U/g hydrolysis activities for tributyrin substrate. These copolymers had soluble/insoluble characteristics in different pH ranges, which is an advantage over insoluble copolymers. A soluble polymer at neutral pH provided better accessibility to the immobilized enzyme, which was recovered by precipitation at pH 2-3 for reuse. Kinetic resolution of racemic acyl derivatives of chiral auxiliaries and drug intermediates, namely, phenyl ethanol, aminoalcohol, and fluoxetine intermediate resulted in a significant enhancement in enantioselectivity (99\%).

}, keywords = {Arthrobacter sp lipase, Enantioselectivity, Immobilization, Kinetic resolution, N-vinylpyrrolidone, soluble polymer}, issn = {0883-9115}, doi = {10.1177/0883911512453638}, author = {Chaubey, Asha and Parshad, Rajinder and Taneja, Subhash C. and Deokar, Sarika Babasaheb and Raman, Rajan C. and Ponrathnam, Surendra} } @article { ISI:000364968800017, title = {First enantioselective synthesis of surinamensinol B and a non-natural polysphorin analogue by a two-stereocentered hydrolytic kinetic resolution}, journal = {European Journal of Organic Chemistry}, volume = {33}, number = {33}, year = {2015}, month = {NOV}, pages = {7344-7351}, publisher = {WILEY-V C H VERLAG GMBH}, address = {POSTFACH 101161, 69451 WEINHEIM, GERMANY}, abstract = {

An efficient and economical approach to the synthesis of antitumor and anti-inflammatory surinamensinol B (1) and antimalarial polysphorin analogue 2 has been achieved with high enantiomeric purity (96\% ee) by starting from commercially available 3,4,5-trimethoxybenzaldehyde. The key steps of the strategy include a Co-catalyzed two-stereocentered hydrolytic kinetic resolution (HKR) of racemic 2[( methoxymethoxy)(3,4,5-trimethoxyphenyl)methyl] oxirane (13) as the chiral inducing step followed by a Mitsunobu reaction. Chiral epoxide 14 and chiral diol 15 were utilized in the syntheses of both compounds.

}, keywords = {Biological activity, Enantioselectivity, Kinetic resolution, Natural products, Total synthesis}, issn = {1434-193X}, doi = {10.1002/ejoc.201501009}, author = {Lalwani, Komal G. and Sudalai, Arumugam} }