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First total synthesis of a guanidine alkaloid Nitensidine D using immobilized ionic liquid, microwaves and formamidinesulfinic acid

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Abstract

An efficient first total synthesis of a naturally occurring guanidine alkaloid, Nitensidine D isolated from ethanol extract of Pterogyne nitens has been described. Geraniol has been used as the starting material. N-alkylation of phthalimide has been achieved using immobilized ionic liquid and formamidinesulfinic acid acts as the guanylating reagent.

First total synthesis of Nitensidine D is described.

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Acknowledgements

The authors are thankful to CSIR and UGC-New Delhi (India) for providing financial assistance.

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Authors and Affiliations

  1. Department of Chemistry and Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, 160 014, India

    SHALLU, M L SHARMA & JASVINDER SINGH

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  1. SHALLU
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  2. M L SHARMA
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  3. JASVINDER SINGH
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Correspondence to JASVINDER SINGH.

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Supporting Information

Supporting information is available at www.ias.ac.in/chemsci. 1H NMR, 13C NMR, IR and Mass spectra of the title compound Nitensidine D are available in the electronic supplementary information.

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SHALLU, SHARMA, M.L. & SINGH, J. First total synthesis of a guanidine alkaloid Nitensidine D using immobilized ionic liquid, microwaves and formamidinesulfinic acid. J Chem Sci 126, 1869–1874 (2014). https://doi.org/10.1007/s12039-014-0723-8

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