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Publications

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  1. Sagar S. Thorat, Sagar P. Shimpi, Pooja I. Sambherao, Gamidi R. Krishna  and Ravindar Kontham. Regioselective Synthesis of Benzannulated [5,6]-Oxaspirolactones via Cu(II)-Catalyzed Cycloisomerization of 2‑(5- Hydroxyalkynyl)benzoates J. Org. Chem. 2023, DOI: https://doi.org/10.1021/acs.joc.3c01751.

  2. Digamber A. Kambale, Balasaheb R. Borade, Ramavath Vinodkumar and Ravindar Kontham. Divergent Synthesis of Oxepino-Phthalides and [5,5]-Oxaspirolactones through [2 + 2 + 2]- and [2 + 3]-Annulation of Alkynyl Alcohols with α-Ynone-Esters J. Org. Chem. 2023, 88, 12597-12612, DOI: https://doi.org/10.1021/acs.joc.3c01301

  3. V. D. Navale, B. R. Borade, G. Rama Krishna, K. R. Vamkudoth, and R. Kontham. Metabolites from Lactococcus lactis subsp. lactis: Isolation, Structure Elucidation, and Antimicrobial Activity. ACS Omega, 2023, https://doi.org/10.1021/acsomega.3c01662

  4. Priyanka Kataria, Shubhranshu Shekhar Sahoo, and Ravindar Kontham. Bi(III)-Catalyzed Synthesis of Substituted Furans from Hydroxy-oxetanyl Ketones: Application to Unified Total Synthesis of Shikonofurans J, D, E, and C. J. Org. Chem. 2023, 88, 7328-7346. DOI: https://doi.org/10.1021/acs.joc.3c00549.

  5. M. S. Pratapure and R. Kontham. Bismuth (III)-catalyzed cascade condensation of alkynyl alcohols with terminal alkynes: A facile construction of propargyl cyclic ethers. Tetrahedron Lett. 2023, 114, 154724. DOI: https://doi.org/10.1016/j.tetlet.2022.154274.

  6. R. Nomula; M. S. Pratapure; R. Kontham. Studies Directed Toward the Total Synthesis of Nannocystin A. ChemistrySelect. 2022, 7 (42), e202203893. DOI: https://doi.org/10.1002/slct.202203893.

  7. Borade, B. R.; Kontham, R. Concise Total Synthesis of (+)-Lanceolactone A: Revision of Absolute Stereochemistry J. Org. Chem., 2022, 87, 12867-12876.  https://doi.org/10.1021/acs.joc.2c0145

  8. Khan, A.; Said, M. S.; Borade, B. R.; Gonnade, R.; Barvkar, V.; Kontham, R.; Dastager, S. G. Enceleamycins A–C, Furo-Naphthoquinones from Amycolatopsis sp. MCC0218: Isolation, Structure Elucidation, and Antimicrobial Activity  J. Nat. Prod.,2022, 85, 1267- 1273. https://doi.org/10.1021/acs.jnatprod.1c01160.

  9. Mankad, Y.; Thorat, S. S.; Das, P.; Gamidi, R. K.; Kontham, R.; Reddy D. S. Ready Access to Benzannulated [5,5]-Oxaspirolactones Using Au(III)-Catalyzed Cascade Cyclizations. J. Org. Chem2022, 87, 3025―3041. DOI:https://doi.org/10.1021/acs.joc.1c02843.

  10. Nakate, A. K.; Thorat, S. S.; Jain, S.; Gamidi, R.; Vanka, K.; Kontham R. Silver-catalyzed [3+3]-annulation cascade of alkynyl alcohols and α,β-unsaturated ketones for the regioselective assembly of chromanes. Org. Chem. Front. 2022, 9, 802―809. DOI:https://doi.org/10.1039/D1QO01643A.

  11. Kataria, P.; Nomula R.; Kontham R. Studies directed toward the synthesis of hedycoropyrans: total synthesis of des-hydroxy (-)-hedycoropyran B (ent-rhoiptelol B). Org. Biomol. Chem2022, 20, 444―463. DOI:doi.org/10.1039/D1OB01972D.

  12. Thorat, S. S., Gamidi R.; Kontham R. Stereoselective Total Synthesis of (±)-Pleurospiroketals A and B. J. Org. Chem. 2021, 86, 13572―13582. DOI:10.1021/acs.joc.1c01634.

  13. Kambale, D. A.; Borade, B. R.; Kontham, R. Bismuth(III)-catalyzed bis-cyclization of propargylic diol-esters: a unified approach for the synthesis of [5,5]- and [6,5]-oxaspirolactones. Org. Biomol. Chem. 2021, 19, 6618―6622. DOI:10.1039/D1OB00974E.

  14. Thorat, S. S.; Kontham, R. Strategies for the synthesis of furo-pyranones and their application in the total synthesis of related natural products. Org. Chem. Front. 2021, 8, 2110―2162. DOI:org/10.1039/D0QO01421D.

  15. Borade, B. R.; Dixit, R.; Kontham, R. Total Synthesis of Beshanzuenone D and Its Epimers and Abiespiroside A. Org. Lett. 2020, 22, 8561―8565. DOI://dx.doi.org/10.1021/acs.orglett.0c03157.

  16. Palange, M. N.; Gonnade, R. G.; kontham, R. TiCl4-n-Bu3N-mediated cascade annulation of ketones with α-ketoesters: a facile synthesis of highly substituted fused γ-alkylidene-butenolides. Org. Biomol. Chem. 2019, 17, 5749―5759. https://doi.org/10.1039/C9OB00649D.

  17. Thorat, S. S.; kontham, R. Recent advances in the synthesis of oxaspirolactones and their application in the total synthesis of related natural products. Org. Biomol. Chem. 2019, 17, 7270―7292. DOI:10.1039/c9ob01212e.

  18. Borade, B. R.; Nomula, R.; Gonnade, R. G.; kontham, R. Fe(III)-Catalyzed Diastereoselective Friedel–Crafts Alkylation–Hemiketalization–Lactonization Cascade for the Synthesis of Polycyclic Bridged 2-Chromanol Lactones. Org. Lett. 2019, 21, 2629―2633.  DOI:10.1021/acs.orglett.9b00614.

  19. Thorat, S. S.; Palange, M. N.; kontham, R. Four-Step Total Synthesis of (+)-Yaoshanenolides A and B. ACS Omega  2018, 3, 7036―7045. DOI:10.1021/acsomega.8b00701.

  20. Nakate, A. K.; Pratapure, M.; Kontham, R. Bismuth(III)-catalyzed cycloisomerization and (hetero)arylation of alkynols: a simple access to 2-(hetero)aryl tetrahydrofurans and tetrahydropyrans. Org. Biomol. Chem. 2018, 16, 3229―3240. DOI:10.1039/C8OB00368H.

  21. Thorat, S. S.; Kataria, P.; kontham, R. Synthesis of Furo[2,3-b]pyran-2-ones through Ag(I)- or Ag(I)–Au(I)-Catalyzed Cascade Annulation of Alkynols and α-Ketoesters. Org. Lett. 2018, 20, 872―875. DOI:10.1021/acs.orglett.7b04027.

  22. Kambale, D. A.; Thorat, S. S.; Pratapure, M.; Gonnade, R. G.; kontham, R. Lewis acid catalyzed cascade annulation of alkynols with α-ketoesters: A facile access to γ-spiroketal-γ-lactones. Chem Commun. 2017, 53, 6641―6644. DOI:10.1039/C7CC03668J.

  1. Ragam, S.; Kontham, R.; Regina, C.; Pelletier, J.; Deslongchamps, P. Synthesis of the Antiproliferative Agent Hippuristanol and Its Analogues from Hydrocortisone via Hg(II)-Catalyzed Spiroketalization: Structure-Activity Relationship. J. Med. Chem. 2014, 57, 2511―2523. https://doi.org/10.1021/jm401799j.

  2. Kontham, R.; Pierre-Yves, C.; Deslongchamps, P.  Anionic Polycyclization Entry to Tricycles Related to Quassinoids and Terpenoids: A Stereocontrolled Total Synthesis of (+)-Cassaine. J. Org. Chem. 2014, 79, 7979―7990. DOI: 10.1021/jo501122k.

  3.  Yadav, J. S.; Raju, A.; Kontham, R.; Subba Reddy, B. V. A formal stereoselective synthesis of (-)-brevisamide. Tetrahedron Lett., 2013, 54, 3227―3229. https://doi.org/10.1016/j.tetlet.2013.01.134.

  4. Cencic, R.; Robert, F.; Galicia-Vazquez, G.; Malina, A.; Kontham, R.; Somaiah, J Tanaka, R.; Deslongchamps, P.; Pelletier, J. Modifying Chemotherapy Response by Targeted Inhibition of Eukaryotic Initiation Factor 4A. Nature: Blood Cancer Journal., e, 2013, 128, DOI:10.1038/bcj.2013.25.

  5. Zeina, N.; Lukas, E. D.; Marilene, P.; Jennifer, C.; Kontham, R.; Ragam S. Suppression of eukaryotic initiation factor 4E prevents chemotherapy-induced alopecia. BMC Pharmacology and Toxicology. 201314https://doi.org/10.1186/2050-6511-14-58.

  6. Kontham, R.; Pierre-Yves, C.; Pierre, D. Total Synthesis of (+)-Cassaine Utilizing an Anionic Polycyclization Strategy. Org. Lett. 2013, 15, 6270―6273. https://doi.org/10.1021/ol4030937.

  7. Yadav, J. S.; Raju, A.; Kontham, R.; Subba Reddy, B. V.; Ghamdi, A. A. K. A. The Stereoselective Total Synthesis of Putaminoxin. Synthesis 2012, 44, 585―590. DOI: 10.1055/s-0031-1290156.

  8. Kontham, R.; Yadav, J. S. Studies Directed Towards the Total Synthesis of Polypropionate Natural Products (–)-Ebelactone-A and (–)-Maurenone (PhD Thesis), Monograph. LAP (Lambert Academic Publishing, Germany)., ISBN: 978-3-8484-4958-3, (2011).

  9. Yadav, J. S.; Rao, R. N.; Kumar, B. P.; Ragam S.;  Kontham, R.; Subba Reddy, B. V.; Ghamdi, A. A. K. A. Concise Total Synthesis of (-)-cis-Aerangis Lactone and (-)-cis-Cognac lactone. Synthesis  2011,  19, 3168―3172. DOI: 10.1055/s-0030-1260190.

  10. Yadav, J. S.; Raghavendra Rao, K. V.; Kontham, R.; Subba Reddy, B. V. Total Synthesis of (+)-Bourgeanic Acid Utilizing Desymmetrization Strategy. Eur. J. Org. Chem. 2011,  58―61. https://doi.org/10.1002/ejoc.201001199.

  11. Kontham, R.; Reddy, M. S.; Lindqvist, L.; Pelletier, J.; Deslongchamps, P. Synthesis of the Antiproliferative Agent Hippuristanol and Its Analogues via Suarez Cyclizations and Hg(II)-Catalyzed Spiroketalizations. J. Org. Chem. 2011, 76, 1269―1284. https://doi.org/10.1021/jo102054r.

  12. Kontham, R.; Reddy, M. S.; Deslongchamps, P. A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols. Org. Lett. 2011, 13, 3178―3181. https://doi.org/10.1021/ol201102x.

  13. Yadav, J. S.; Raghavendra Rao, K. V.; Kontham, R.; Subba Reddy, B. V. Total Synthesis of (+)-Aculeatin D and (+)-6-epi-Aculeatin D. Synlett. 2010, 1, 51―54. DOI: 10.1055/s-0029-1218546.

  14. Yadav, J. S.; Raju, A.; Kontham, R.; Subba Reddy, B. V. Stereoselective Total Synthesis of 11-α- and 11- β -Methoxycurvularins. Synthesis 2010, 5, 797 - 802. DOI: 10.1055/s-0029-1218621.

  15. Yadav, J. S.; Chandrakanth, D.; Gopala Rao, Y.; Kontham, R.; Subba Reddy, B. V. The Stereoselective Total Synthesis of (6S)-5,6-dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one via Prins Cyclisation. Helvetica Chimica Acta. 2010, 93, 1432―1438. https://doi.org/10.1002/hlca.200900414.

  16. Yadav, J. S.; Gopala Rao, Y.; Chandrakanth, D.; Kontham, R.; Subba Reddy, B. V. Total Synthesis of Aculeatins A and B from L-Malic Acid. Helvetica Chimica Acta. 2010, 93, 2426―2432. https://doi.org/10.1002/hlca.201000084.

  17. Kontham, R.; Sridhar Reddy, M.; Lindqvist, L.; Pelletier, J.; Deslongchamps, P. Efficient synthetic Approach to Potent Antiproliferative Agent Hippuristanol via Hg(II)-Catalyzed Spiroketalization. Org. Lett. 2010, 12, 4420―4423. https://doi.org/10.1021/ol1019663.

  18. Yadav, J. S.; Srinivasa Rao, T.; Kontham, R.; Subba Reddy, B. V.  Total Synthesis of (+)-Aspicilin from D-Mannitol. Synlett. 2009, 17, 2828―2830. DOI: 10.1055/s-0029-1217974.

  19. Yadav, J. S.; Gopala Rao, Y.; Kontham, R.; Subba Reddy, B. V.; Narsaiah, A. V. Total Synthesis of Xestodecalactone C from L-Malic Acid. Synthesis 2009, 18, 3157―3161. DOI: 10.1055/s-0029-1216938.

  20. Yadav, J. S.; Subba Reddy, B. V.; Raju, A.; Kontham, R.; Narender, R. The Hydroamination of Unactivated Alkenes with Sulfonamides Catalyzed by Phosphomolybdic Acid/SiO2. Lett. Org. Chem. 2008, 5, 651―654. https://doi.org/10.2174/157017808786857471.

  21. Srihari, P.; Kontham, R.; Somaiah, R.; Yadav, J. S. First Concise Total Synthesis of 5-Epi-prelactone B. Synth. Commun. 2008, 38, 1389―1397. https://doi.org/10.1080/00397910801914194.

  22. Yadav, J. S.; Somaiah, R.; Kontham, R.; Chandraiah,  L. Stereoselective total synthesis of (+)-mueggelone, a novel inhibitor of fish development. Tetrahedron Lett. 2008, 49, 2848―2850. DOI: 10.1016/j.tetlet.2008.02.022.

  23. Yadav, J. S.; Subba Reddy, B. V.; Raju, A.; Kontham, R.; Gakul, B. 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo-[2,2,2]octane-bis(tetrafluoroborate) as Novel and Efficient Reagent for the Conjugate Addition of Indoles to α,β-Unsaturated Ketones. Chem. Lett. 2007, 36, 1056―1057. https://doi.org/10.1246/cl.2007.1056.

  24. Yadav, J. S.; Subba Reddy, B. V.; Raju, A.; Kontham, R.; Gakul, B. Hydrothiolation of Unactivated Alkynes Catalyzed by Indium(III) Bromide. Chem. Lett. 2007, 36, 1474―1475. https://doi.org/10.1246/cl.2007.1474.

  25. Yadav, J. S.; Kontham, R.; Subba Reddy, B. V. A Formal Stereoselective Synthesis of (–)-Maurenone. Synlett. 2007, 12, 1957―1959. DOI: 10.1055/s-2007-984497.

  1. Kambale, D. A.; Kontham, R. γ-spiroketal-γ–lactones and pharmaceutical composition containing same and process for preparation thereof. WO2018/203346 A1; PCT/IN2018/05026; Publication Date 08-11-2018; EP3619214A1 Filing Date 27-04-2018 (status pending);  R Kontham, DA Kambale US Patent 11,339,174

  2. Thorat, S. S.; Kontham, R. Furo [2, 3-b] pyran-2-one compounds and process for preparation thereof. WO2018/220647 A1; PCT/IN2018/050345; Publication Date 06-12-2018; US2020/0165263, Filing Date 30-May-2018, Publication Date 28-May-2020; European Patent Under Progress;   http://www.freepatentsonline.com/y2020/0165263.html

  3. Agawane, S. B.; Kontham, R.; Giri, A. P.; Kulkarni, M. J.; Kataria, P. Design, synthesis and biological evaluation of novel eugenol derivatives for potent antidiabetic activity. Application number: 202011042458020/0165263. Complete filing date: 29th Sept 2021

  4. Kontham, R.; Chavan, S. P.; Thorat, S. S.; Kadam, A. L. Process for the Preparation of Sacubitril Intermediates. Application number: 2019-INV-026.

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