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

Rathod Aravind Kumar; Jajula Kashanna; Paramesh Jangili; Biswanath Das

doi:10.5155/eurjchem.4.3.191-194.768

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Published: Sep 30, 2013

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

Keywords:

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

Section

Research Article

Issue

Vol. 4 No. 3 (2013): September 2013

Dates

Received 2013-03-11
Accepted 2013-04-12
Published 2013-09-30

Rathod Aravind Kumar

Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India

Jajula Kashanna

Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India

Paramesh Jangili

Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India

Biswanath Das

Organic Chemistry Division-I, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India

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.

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Kumar, R. A.; Kashanna, J.; Jangili, P.; Das, B. A Simple Stereoselective Synthesis of (+)-[6]-Gingerdiol. Eur. J. Chem. 2013, 4, 191-194.

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

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