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Journal Article
S. Krishnaswamy, Gonnade, R. G., Bhadbhade, M. M., and Shashidhar, M. S., Two modes of O-H center dot center dot center dot O hydrogen bonding utilized in dimorphs of racemic 6-O-acryloyl-2-O-benzoyl-myo-inositol 1,3,5-orthoformate, Acta Crystallographica Section C-Crystal Structure Communications, vol. 65, pp. O54-O57, 2009.
B. P. Gurale, Krishnaswamy, S., Vanka, K., and Shashidhar, M. S., Thermal epimerization of inositol 1,3-benzylidene acetals in the molten state, Tetrahedron, vol. 67, no. 38, pp. 7280-7288, 2011.
B. P. Gurale, Shashidhar, M. S., and Gonnade, R. G., Synthesis of the aminocyclitol units of (-)-hygromycin a and methoxyhygromycin from myo-inositol, Journal of Organic Chemistry, vol. 77, no. 13, pp. 5801-5807, 2012.
K. Manoj, Gonnade, R. G., Bhadbhade, M. M., and Shashidhar, M. S., Subtle crossover from C-H center dot center dot center dot O to S=O center dot center dot center dot C=O short contacts in the association of diastereomers of 2,4(6)-di-O-benzoyl-6(4)-O-[(1S)-10-camphorsulfonyl]-myo-inositol 1,3,5-orthoformate upon format, Crystal Growth & Design, vol. 6, no. 6, pp. 1485-1492, 2006.
K. Manoj, Gonnade, R. G., Shashidhar, M. S., and Bhadbhade, M. M., Solvent induced crystallization of 1,2,3,4(6),5-penta-O-acetyl-6(4)-O-[(1S)-10-camphor sulfonyl]-myo-inositol diastereomers associated via weak trifurcated C-H center dot center dot center dot O interactions, CrystEngComm, vol. 14, no. 5, pp. 1716-1722, 2012.
S. Devaraj, Jagdhane, R. C., and Shashidhar, M. S., Relative reactivity of hydroxyl groups in inositol derivatives: role of metal ion chelation, Carbohydrate Research, vol. 344, no. 10, pp. 1159-1166, 2009.
K. M. Sureshan, Devaraj, S., and Shashidhar, M. S., Regioselective O-acylation of myo-inositol 1,3,5-orthoesters: dependence of regioselectivity on the stoichiometry of the base, Tetrahedron, vol. 65, no. 13, pp. 2703-2710, 2009.
B. P. Gurale, Vanka, K., and Shashidhar, M. S., Radical mediated deoxygenation of inositol benzylidene acetals: conformational analysis, DFT calculations, and mechanism, Carbohydrate Research, vol. 351, pp. 26-34, 2012.
M. T. Patil, Krishnaswamy, S., Sarmah, M. P., and Shashidhar, M. S., Protecting group directed stereoselective reduction of an epi-inosose: efficient synthesis of epi-inositol, Tetrahedron Letters, vol. 52, no. 29, pp. 3756-3758, 2011.
A. Mart, Sarkar, N. N., and Shashidhar, M. S., Palladium mediated selective cleavage of benzyl and allyl phosphates: a convenient non-hydrogenolytic method for the synthesis of phosphates and phospholipids., ChemistrySelect, vol. 7, no. 25, p. e202201167, 2022.
R. C. Jagdhane and Shashidhar, M. S., Orthogonally protected cyclohexanehexols by a ``one reaction - one product'' approach: efficient access to cyclitols and their analogs, European Journal of Organic Chemistry, no. 15, pp. 2945-2953, 2010.
R. C. Jagdhane, Patil, M. T., Krishnaswamy, S., and Shashidhar, M. S., Orientation of the beta-hydroxyl group controls the diastereoselectivity during the hydride reduction and grignard reaction of inososes, Tetrahedron, vol. 69, no. 25, pp. 5144-5151, 2013.
B. P. Gurale, Sardessai, R. S., and Shashidhar, M. S., Myo-Inositol 1,3-acetals as early intermediates during the synthesis of cyclitol derivatives, Carbohydrate Research, vol. 399, no. 4, pp. 8-14, 2014.
N. Sarkar, Sardessai, R. S., Shashidhar, M. S., Tamboli, M. I., and Gonnade, R. G., Lithium hydride as an efficient reagent for the preparation of 1,2-anhydro inositols: does the reaction proceed through 'axial rich' conformation?, Carbohydrate Research, vol. 463, pp. 32-36, 2018.
K. Manoj, Gonnade, R. G., Bhadbhade, M. M., and Shashidhar, M. S., Isostructural molecular strings linked via conserved dipolar (ether) O center dot center dot center dot C=O short contacts in conformational polymorphs of racemic 2,4-di-O-acetyl-6-O-tosyl-myo-inositol 1,3,5-orthoesters, CrystEngComm, vol. 11, no. 6, pp. 1022-1029, 2009.
C. Murali, Shashidhar, M. S., Gonnade, R. G., and Bhadbhade, M. M., Investigating organization of molecules that facilitates intermolecular acyl transfer in crystals: reactivity and x-ray structures of O-benzoyl-myo-inositol 1,3,5-orthoesters, European Journal of Organic Chemsitry, vol. 293, no. 1-3, pp. 1153-1159, 2007.
C. Murali, Gurale, B. P., and Shashidhar, M. S., Intramolecular hydrogen abstraction in radicals derived from inositol 1,3-acetals: efficient access to cyclitols, European Journal of Organic Chemistry, no. 4, pp. 755-764, 2010.
M. I. Tamboli, Shashidhar, M. S., Gonnade, R. G., and Krishnaswamy, S., Intramolecular cyclization of carbonate and thiocarbonate derivatives of myo-inositol in the solid state: implications for acyl group transfer reactions in molecular crystals, Chemistry-A European Journal, vol. 21, no. 39, pp. 13676-13682, 2015.
S. Krishnaswamy, Shashidhar, M. S., and Bhadbhade, M. M., Intermolecular benzoyl group transfer reactivity in crystals of racemic 2,6-di-O-benzoyl-myo-inositol 1,3,5-orthobenzoate: controlling reactivity by solvate (pseudopolymorph) formation, Crystengcomm, vol. 13, no. 9, pp. 3258-3264, 2011.
M. S. Shashidhar and Krishnaswamy, S., Intermolecular acyl-transfer reactions in molecular crystals , Accounts of Chemical Research, vol. 52, no. 2, pp. 437-446, 2019.
B. P. Gurale, Shashidhar, M. S., Sardessai, R. S., and Gonnade, R. G., Inositol to aromatics -benzene free synthesis of poly oxygenated aromatics, Carbohydrate Research, vol. 461, pp. 38-44, 2018.
S. S. Dixit and Shashidhar, M. S., Inositol derived crown ethers: effect of auxiliary protecting groups and the relative orientation of crown ether oxygen atoms on their metal ion binding ability, Tetrahedron, vol. 64, no. 9, pp. 2160-2171, 2008.
M. I. Tamboli, Krishnaswamy, S., Gonnade, R. G., and Shashidhar, M. S., Identification of molecular crystals capable of undergoing an acyl-transfer reaction based on intermolecular interactions in the crystal lattice, Chemistry-A European Journal, vol. 19, no. 38, pp. 12867-12874, 2013.
S. Krishnaswamy, Gonnade, R. G., Shashidhar, M. S., and Bhadbhade, M. M., Helical self-assembly of molecules in pseudopolymorphs of racemic 2,6-di-O-(4-halobenzoyl)-myo-inositol 1,3,5-orthoformates: clues for the construction of molecular assemblies for intermolecular acyl transfer reaction, Crystengcomm, vol. 12, no. 12, pp. 4184-4197, 2010.
S. Krishnaswamy, Shashidhar, M. S., and Bhadbhade, M. M., Helical preorganization of molecules drives solid-state intermolecular acyl-transfer reactivity in crystals: structures and reactivity studies of solvates of racemic 2,6-Di-O-(4-fluorobenzoyl)-myo-inositol 1,3,5-orthoformate, Crystal Growth & Design, vol. 17, no. 1, pp. 117-126, 2017.
R. C. Jagdhane and Shashidhar, M. S., Formal synthesis of valiolamine from myo-inositol, Tetrahedron, vol. 67, no. 41, pp. 7963-7970, 2011.
C. Murali, Shashidhar, M. S., Gonnade, R. G., and Bhadbhade, M. M., Enhancing intermolecular benzoyl-transfer reactivity in crystals by growing a ``reactive'' metastable polymorph by using a chiral additive, Chemistry-A European Journal, vol. 15, no. 1, pp. 261-269, 2009.
M. I. Tamboli, Krishanaswamy, S., Gonnade, R. G., and Shashidhar, M. S., Engineering crystals that facilitate the acyl-transfer reaction: insight from a comparison of the crystal structures of myo-inositol-1,3,5-orthoformate-derived benzoates and carbonates, ACTA Crystallographica Section C-Structural Chemistry, vol. 72, no. 11, p. 875-+, 2016.
A. Mart and Shashidhar, M. S., Elaboration of the ether cleaving ability and selectivity of the classical pearlman's catalyst [Pd(OH)(2)/C]: concise synthesis of a precursor for a myo-inositol pyrophosphate, Tetrahedron, vol. 68, no. 47, pp. 9769-9776, 2012.
M. I. Tamboli, Karothu, D. Prasad, Shashidhar, M. S., Gonnade, R. G., and Naumov, P., Effect of crystal packing on the thermosalient effect of the pincer-type diester naphthalene-2,3-diyl-bis(4-fluorobenzoate): a new class II thermosalient solid, Chemistry-A European Journal, vol. 24, no. 16, pp. 4133-4139, 2018.
R. G. Gonnade, Bhadbhade, M. M., and Shashidhar, M. S., Crystal-to-crystal transformation amongst dimorphs of racemic 2,6-di-O-(p-halobenzoyl)-myo-inositol 1,3,5-orthoformates that achieves halogen bonding contacts, CrystEngComm, vol. 10, no. 3, pp. 288-296, 2008.
R. G. Gonnade, Bhadbhade, M. M., and Shashidhar, M. S., Crystal-to-crystal thermal phase transition amongst dimorphs of hexa-O-p-toluoyl-myo-inositol conserving two-dimensional isostructurality, Crystengcomm, vol. 12, no. 2, pp. 478-484, 2010.
M. I. Tamboli, Krishnaswamy, S., Gonnade, R. G., and Shashidhar, M. S., Crystal-to-crystal thermal phase transformation of polymorphs of isomeric 2,3-naphthalene diol ditoluates: mechanism and implications for molecular crystal formation and melting, Crystal Growth & Design, vol. 14, no. 10, pp. 4985-4996, 2014.
M. I. Tamboli, Bahadur, V., Gonnade, R. G., and Shashidhar, M. S., Correlation of the solid-state reactivities of racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate and its 4,4 `-bipyridine cocrystal with their crystal structures, Acta Crystallographica Section C-Structural Chemistry, vol. 70, no. Part : 11, p. 1040+, 2014.
S. Krishnaswamy and Shashidhar, M. S., Correlation of intermolecular acyl transfer reactivity with noncovalent lattice interactions in molecular crystals: toward prediction of reactivity of organic molecules in the solid state, Journal of Organic Chemistry, vol. 83, no. 7, pp. 3952-3959, 2018.
V. Bahadur, Gonnade, R. G., I. Tamboli, M., Krishnaswamy, S., and Shashidhar, M. S., Construction of two-component chemically reactive supramolecular assemblies-acyl migration reactions in cocrystals of napthalene-2,3-diol and its diesters, ChemPlusChem, vol. 86, no. 8, pp. 1128-1134, 2021.
S. Krishnaswamy, Patil, M. T., and Shashidhar, M. S., Comparison of racemic epi-inosose and (-)-epi-inosose, ACTA Crystallographica Section C-Crystal Structure Communications, vol. 67, pp. O435-O438, 2011.
M. I. Tamboli, Bahadur, V., Gonnade, R. G., and Shashidhar, M. S., Cocrystallization of 2,3-dihydroxynaphthalene with its para-, meta-, and ortho-ditoluates: insight into cocrystal formation and clues for the construction of supramolecular assemblies capable of intermolecular acyl group transfer reactivity, Crystal Growth & Design, vol. 15, no. 3, pp. 1226-1232, 2015.
M. I. Tamboli, Bahadur, V., Gonnade, R. G., and Shashidhar, M. S., Cocrystallization of 2,3-dihydroxynaphthalene with its para-, meta-, and ortho-ditoluates: insight into cocrystal formation and clues for the construction of supramolecular assemblies capable of intermolecular acyl group transfer reactivity (vol 15, pg 12, Crystal Growth & Design, vol. 19, no. 10, p. 5998, 2019.
N. T. Patil, Shashidhar, M. S., Tamboli, M. I., and Gonnade, R. G., Clues from crystal structures pave the way to access chiral myo-inositol derived versatile synthons: resolution of racemic 4-o-allyl-myo-inositol-1,3,5-orthoesters via corresponding dicamphanates by crystallization, Crystal Growth & Design, vol. 17, no. 10, pp. 5432-5440, 2017.
B. P. Gurale, Gonnade, R. G., and Shashidhar, M. S., Chiral crystals from an achiral molecule: 4,6-di-O-benzyl-1,3-O-benzylidene-2-O-(4-methoxybenzyl)-myo-5-inosose, Acta Crystallographica Section C-Crystal Structure Communications, vol. 68, pp. O183-O187, 2012.
R. G. Gonnade and Shashidhar, M. S., Acyl-transfer reactions in molecular crystals: reactivity correlation with crystal structure, Acta Crystallographica A‐Foundation and Advances, vol. 70, p. C771, 2014.
R. Sardessai, Krishnaswamy, S., and Shashidhar, M. S., Achieving molecular stability of racemic 4-O-benzyl-myo-inositol-1,3,5-orthoformate through crystal formation, Crystengcomm, vol. 14, no. 23, pp. 8010-8016, 2012.
N. T. Patil, Patil, M. T., Sarkar, N., Gonnade, R. G., and Shashidhar, M. S., Access to enantiomeric organic compounds with potential for synthesis via racemic conglomerates: inositol derivatives as a case in point, Crystal Growth & Design, vol. 21, no. 7, pp. 3786-3797, 2021.