European Journal of Chemistry 2015, 6(1), 93-97 | doi: https://doi.org/10.5155/eurjchem.6.1.93-97.1150 | Get rights and content






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Stereoselective total synthesis of pectinolide H and 4'-epi-pectinolide H


Ramesh Perla (1) , Nitin Wasantrao Fadnavis (2,*)

(1) Natural Products Chemistry Division, Indian Institute of Chemical Technology, Habsiguda, Hyderabad-500007, India
(2) Natural Products Chemistry Division, Indian Institute of Chemical Technology, Habsiguda, Hyderabad-500007, India
(*) Corresponding Author

Received: 11 Sep 2014 | Revised: 13 Oct 2014 | Accepted: 18 Oct 2014 | Published: 31 Mar 2015 | Issue Date: March 2015

Abstract


The total synthesis of pectinolide H and 4'-epi-pectinolide H was accomplished with 27% yield in nine steps from inexpensive and commercially available compound, (+)-diethyl tartrate ((+)DET)) by employing swern oxidation, Wittig olefination, Grignard and lactonization reactions.


Keywords


Reduction; Pectinolide H; Lactonization; Swern oxidation; Wittig olefination; Grignard reaction

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DOI: 10.5155/eurjchem.6.1.93-97.1150

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Funding information


University Grants Commission for grant of Senior Research Fellowship to PR and Council of Scientific and Industrial Research, New Delhi for financial assistance under XII 5 year plan CSC0108-ORIGIN

Citations

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[1]. Ramesh Saudagar Ghogare, Sachin Bibishan Wadavrao, Akkirala Venkat Narsaiah
Stereoselective Total Synthesis of Pectinolides A, C, and H
Helvetica Chimica Acta  99(4), 247, 2016
DOI: 10.1002/hlca.201500110
/


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How to cite


Perla, R.; Fadnavis, N. Eur. J. Chem. 2015, 6(1), 93-97. doi:10.5155/eurjchem.6.1.93-97.1150
Perla, R.; Fadnavis, N. Stereoselective total synthesis of pectinolide H and 4'-epi-pectinolide H. Eur. J. Chem. 2015, 6(1), 93-97. doi:10.5155/eurjchem.6.1.93-97.1150
Perla, R., & Fadnavis, N. (2015). Stereoselective total synthesis of pectinolide H and 4'-epi-pectinolide H. European Journal of Chemistry, 6(1), 93-97. doi:10.5155/eurjchem.6.1.93-97.1150
Perla, Ramesh, & Nitin Wasantrao Fadnavis. "Stereoselective total synthesis of pectinolide H and 4'-epi-pectinolide H." European Journal of Chemistry [Online], 6.1 (2015): 93-97. Web. 6 Jun. 2020
Perla, Ramesh, AND Fadnavis, Nitin. "Stereoselective total synthesis of pectinolide H and 4'-epi-pectinolide H" European Journal of Chemistry [Online], Volume 6 Number 1 (31 March 2015)

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DOI Link: https://doi.org/10.5155/eurjchem.6.1.93-97.1150

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