European Journal of Chemistry 2013, 4(3), 191-194 | doi: https://doi.org/10.5155/eurjchem.4.3.191-194.768 | Get rights and content






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A simple stereoselective synthesis of (+)-[6]-gingerdiol


Rathod Aravind Kumar (1) , Jajula Kashanna (2) , Paramesh Jangili (3) , Biswanath Das (4,*)

(1) Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India
(2) Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India
(3) Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India
(4) Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India
(*) Corresponding Author

Received: 11 Mar 2013 | Revised: 03 Apr 2013 | Accepted: 12 Apr 2013 | Published: 30 Sep 2013 | Issue Date: September 2013

Abstract


A simple stereoselective synthesis of (+)-[6]-gingerdiol has been accomplished starting from vanillin. The synthetic sequence involves Mouroka allylation, diasterioselective iodine induced electrophilic cyclization and ring-opening of an epoxide as the key steps.

4_3_191_194

Keywords


Vanilline; Gingerdiol; Syn-epoxy alcohol; Maruoka allylation; Electrophilic cyclization; Stereoselective synthesis

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DOI: 10.5155/eurjchem.4.3.191-194.768

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Funding information


Council of Scientific and Industrial Research and University Grants Commission, New Delhi, India

Citations

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[1]. Sachin B. Markad, Viraj A. Bhosale, Suvarna R. Bokale, Suresh B. Waghmode
Stereoselective Approach towards the Synthesis of 3 R , 5  S Gingerdiol and 3  S , 5  S Gingerdiol
ChemistrySelect  4(2), 502, 2019
DOI: 10.1002/slct.201803154
/


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How to cite


Kumar, R.; Kashanna, J.; Jangili, P.; Das, B. Eur. J. Chem. 2013, 4(3), 191-194. doi:10.5155/eurjchem.4.3.191-194.768
Kumar, R.; Kashanna, J.; Jangili, P.; Das, B. A simple stereoselective synthesis of (+)-[6]-gingerdiol. Eur. J. Chem. 2013, 4(3), 191-194. doi:10.5155/eurjchem.4.3.191-194.768
Kumar, R., Kashanna, J., Jangili, P., & Das, B. (2013). A simple stereoselective synthesis of (+)-[6]-gingerdiol. European Journal of Chemistry, 4(3), 191-194. doi:10.5155/eurjchem.4.3.191-194.768
Kumar, Rathod, Jajula Kashanna, Paramesh Jangili, & Biswanath Das. "A simple stereoselective synthesis of (+)-[6]-gingerdiol." European Journal of Chemistry [Online], 4.3 (2013): 191-194. Web. 6 Jun. 2020
Kumar, Rathod, Kashanna, Jajula, Jangili, Paramesh, AND Das, Biswanath. "A simple stereoselective synthesis of (+)-[6]-gingerdiol" European Journal of Chemistry [Online], Volume 4 Number 3 (30 September 2013)

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DOI Link: https://doi.org/10.5155/eurjchem.4.3.191-194.768

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