European Journal of Chemistry

A simple formal stereoselective synthesis of Herbarumin III

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Published: Sep 30, 2012
DOI: https://doi.org/10.5155/eurjchem.3.3.337-339.609
Keywords:
Nonenolide, Phytotoxic effect, Syn-epoxy alcohol, Maruoka allylation, Trimethylsulfonium iodide, Diastereoselective iodine-induced electrophilic cyclization
Section
Research Article
Issue
Vol. 3 No. 3 (2012): September 2012
Dates
Received 2012-03-16
Accepted 2012-04-12
Published 2012-09-30


Main Article Content

Nagendra Siddavatam
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500007, India
Krishnaiah Martha
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500007, India
Krishna Reddy Vanka
Department of Chemistry, Sri Krishnadevaraya University, Anantapur, 515055, India
Biswanath Das
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500007, India

Abstract

A formal stereoselective synthesis of Herbarumin III has been accomplished starting from butanal involving Maruoka asymmetric allylation, diastereoselective iodine-induced electrophilic cyclization and conversion of iodocarbonate into syn-epoxy alcohol as the key steps.

3_3_337_339_800


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Siddavatam, N.; Martha, K.; Vanka, K. R.; Das, B. A Simple Formal Stereoselective Synthesis of Herbarumin III. Eur. J. Chem. 2012, 3, 337-339.

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