Kavirayani R Prasad

Summary

Country: India

Publications

  1. doi request reprint Enantioselective formal synthesis of palmerolide A
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India
    Org Lett 13:4252-5. 2011
  2. doi request reprint Facile synthesis of isochromanones and isoquinolones by AuCl3 catalyzed cascade triggered by an internal nucleophile
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India
    Org Lett 15:2778-81. 2013
  3. doi request reprint Total synthesis and determination of the absolute configuration of 5,6-dihydro-α-pyrone natural product synargentolide B
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 78:3313-22. 2013
  4. doi request reprint Total synthesis of (-)-anamarine
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 76:6889-93. 2011
  5. doi request reprint Enantioselective synthesis of possible diastereomers of heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol; putative structure of a conjugated diyne natural product isolated from Hydrocotyle leucocephala
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 76:2029-39. 2011
  6. doi request reprint Stereoselective total synthesis of (+)-cardiobutanolide
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 73:2916-9. 2008
  7. ncbi request reprint Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine [jaspine B]
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 72:6312-5. 2007
  8. ncbi request reprint Stereoselective total synthesis of bioactive styryllactones (+)-goniofufurone, (+)7-epi-goniofufurone, (+)-goniopypyrone, (+)-goniotriol, (+)-altholactone, and (-)-etharvensin
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 73:2-11. 2008
  9. ncbi request reprint Enantiodivergent synthesis of both enantiomers of gypsy moth pheromone disparlure
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 72:3155-7. 2007
  10. ncbi request reprint Stereoselective synthesis of (+)-goniothalesdiol
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 71:3643-5. 2006

Collaborators

Detail Information

Publications18

  1. doi request reprint Enantioselective formal synthesis of palmerolide A
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India
    Org Lett 13:4252-5. 2011
    ..Key strategies in the synthesis include the oxidative furan ring-opening of a chiral furyl carbinol for the installation of the 1,4-dienol core and a Jung nonaldol-aldol reaction for the dienamide core...
  2. doi request reprint Facile synthesis of isochromanones and isoquinolones by AuCl3 catalyzed cascade triggered by an internal nucleophile
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India
    Org Lett 15:2778-81. 2013
    ..The reaction is general and amenable for the synthesis of structurally diverse analogues...
  3. doi request reprint Total synthesis and determination of the absolute configuration of 5,6-dihydro-α-pyrone natural product synargentolide B
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 78:3313-22. 2013
    ..Wittig-Horner reaction of a chiral phosphonate derived from (S)-lactic acid and ring-closing metathesis were the key reactions during the course of the total synthesis...
  4. doi request reprint Total synthesis of (-)-anamarine
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 76:6889-93. 2011
    ..The main feature of the synthesis is the utility of hitherto unexplored β-keto phosphonate derived from tartaric acid amide and further elaboration involving stereoselective reduction...
  5. doi request reprint Enantioselective synthesis of possible diastereomers of heptadeca-1-ene-4,6-diyne-3,8,9,10-tetrol; putative structure of a conjugated diyne natural product isolated from Hydrocotyle leucocephala
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 76:2029-39. 2011
    ..The reported spectral data of the natural product did not match those of any of the isomers that were synthesized and established that the structure proposed for the natural product is not correct and requires revision...
  6. doi request reprint Stereoselective total synthesis of (+)-cardiobutanolide
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 73:2916-9. 2008
    ..Key features of the synthesis include the elaboration of a gamma-hydroxy butyramide obtained from the dimethylamide of tartaric acid, involving a combination of the addition of 1,3-dithian-2-yllithium and stereoselective reduction...
  7. ncbi request reprint Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine [jaspine B]
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 72:6312-5. 2007
    ..The synthetic route is operationally simple, diastereoselective and is amenable for the synthesis of a number of analogues of pachastrissamine...
  8. ncbi request reprint Stereoselective total synthesis of bioactive styryllactones (+)-goniofufurone, (+)7-epi-goniofufurone, (+)-goniopypyrone, (+)-goniotriol, (+)-altholactone, and (-)-etharvensin
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 73:2-11. 2008
    ....
  9. ncbi request reprint Enantiodivergent synthesis of both enantiomers of gypsy moth pheromone disparlure
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 72:3155-7. 2007
    ..Enantiodivergent synthesis of both (-)- and (+)-disparlure, a bioactive pheromone, possessing a cis-epoxide has been accomplished. The key step involves the cross metathesis of a chiral homoallylic alcohol derived from l-(+)-tartaric acid...
  10. ncbi request reprint Stereoselective synthesis of (+)-goniothalesdiol
    Kavirayani R Prasad
    Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India
    J Org Chem 71:3643-5. 2006
    ..Key features include an FeCl3 mediated THF formation with very high selectivity. Synthesis of natural gonithalesdiol and its analogue 2,5-bis-epi-goniothalesdiol was achieved from a common intermediate...
  11. doi request reprint Enantiospecific total synthesis of (-)-bengamide E
    Prashant K Metri
    Department of Organic Chemistry, Indian Institute of Science, Sir C V Raman Av, Bangalore 560 012, India
    Chem Asian J 8:488-93. 2013
    ..Key reactions in the synthesis include desymmetrization of the bis(dimethylamide) unit of tartaric acid, Zn(BH(4))(2)-mediated anti-selective reduction, and a Horner-Wadsworth-Emmons olefination...
  12. doi request reprint Formal total synthesis of palmerolide A
    Amit B Pawar
    Department of Organic Chemistry, Indian Institute of Science, Sir C V Raman Av, Bangalore 560 012, India
    Chemistry 18:15202-6. 2012
    ....
  13. ncbi request reprint Asymmetric synthesis of polyhydroxy alpha-amino acids with the sulfinimine-mediated asymmetric strecker reaction: 2-amino 2-deoxy L-xylono-1,5-lactone (polyoxamic acid lactone)
    Franklin A Davis
    Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122 2585, USA
    J Org Chem 67:7802-6. 2002
    ..A double stereodifferentiation effect was not observed and the diastereoselectivity is controlled by the absolute configuration of the sulfinyl group. Hydrolysis of the amino nitriles afforded the lactone rather than polyoxamic acid...
  14. ncbi request reprint N-sulfinyl beta-amino Weinreb amides: synthesis of enantiopure beta-amino carbonyl compounds. Asymmetric synthesis of (+)-sedridine and (-)-allosedridine
    Franklin A Davis
    Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA
    Org Lett 5:925-7. 2003
    ..These new chiral building blocks are useful for the asymmetric synthesis of beta-amino carbonyl compounds, as illustrated here by the concise enantioselective syntheses of sedum alkaloids (+)-sedridine and (-)-allosedridine...
  15. ncbi request reprint Asymmetric synthesis of aziridine 2-phosphonates from enantiopure sulfinimines (N-sulfinyl imines). Synthesis of alpha-amino phosphonates
    Franklin A Davis
    Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA
    J Org Chem 68:2410-9. 2003
    ..Using transfer hydrogenation conditions, the NH-aziridines were regioselectively opened to the corresponding enantiopure alpha-amino phosphonates without N-activation and in excellent yield...
  16. ncbi request reprint Sulfinimine-mediated asymmetric synthesis of beta-hydroxy alpha-amino phosphonates
    Franklin A Davis
    Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA
    J Org Chem 68:7249-53. 2003
    ..The addition of potassium dialkyl phosphites to enantiopure O-protected alpha-hydroxy sulfinimine pseudoenantiomers affords beta-hydroxy alpha-amino phosphonates in good yield and de. The reaction exhibits a strong match-mismatch effect...
  17. ncbi request reprint Asymmetric synthesis of beta-amino carbonyl compounds with N-sulfinyl beta-amino Weinreb amides
    Franklin A Davis
    Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA
    J Org Chem 70:2184-90. 2005
    ..N-Sulfinyl beta-amino Weinreb amides are prepared by reaction of the potassium enolate of N-methoxy N-methylacetamide with sulfinimines (N-sulfinyl imines) or lithium N,O-dimethylhydroxylamine with N-sulfinyl beta-amino esters...
  18. ncbi request reprint 2H-Azirine 3-phosphonates: a new class of chiral iminodienophiles. Asymmetric synthesis of quaternary piperidine phosphonates
    Franklin A Davis
    Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA
    Org Lett 4:655-8. 2002
    ....