European Journal of Chemistry 2012, 3(3), 337-339 | doi: https://doi.org/10.5155/eurjchem.3.3.337-339.609 | Get rights and content

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A simple formal stereoselective synthesis of Herbarumin III


Nagendra Siddavatam (1) , Krishnaiah Martha (2) , Krishna Reddy Vanka (3) , Biswanath Das (4,*)

(1) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500007, India
(2) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500007, India
(3) Department of Chemistry, Sri Krishnadevaraya University, Anantapur, 515055, India
(4) Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad-500007, India
(*) Corresponding Author

Received: 16 Mar 2012 | Revised: 10 Apr 2012 | Accepted: 12 Apr 2012 | Published: 30 Sep 2012 | Issue Date: September 2012

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


Keywords


Nonenolide; Phytotoxic effect; Syn-epoxy alcohol; Maruoka allylation; Trimethylsulfonium iodide; Diastereoselective iodine-induced electrophilic cyclization

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DOI: 10.5155/eurjchem.3.3.337-339.609

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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]. Rathod Aravind Kumar, Jajula Kashanna, Paramesh Jangili, Biswanath Das
A simple stereoselective synthesis of (+)-[6]-gingerdiol
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DOI: 10.5155/eurjchem.4.3.191-194.768
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[2]. Shaoxiang Yang, Wei Gong, Baoguo Sun, Yongguo Liu, Hongyu Tian
Synthesis of a New Odourant, 2-Mercapto-4-Heptanol
Journal of Chemical Research  39(3), 184, 2015
DOI: 10.3184/174751915X14253193792383
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How to cite


Siddavatam, N.; Martha, K.; Vanka, K.; Das, B. Eur. J. Chem. 2012, 3(3), 337-339. doi:10.5155/eurjchem.3.3.337-339.609
Siddavatam, N.; Martha, K.; Vanka, K.; Das, B. A simple formal stereoselective synthesis of Herbarumin III. Eur. J. Chem. 2012, 3(3), 337-339. doi:10.5155/eurjchem.3.3.337-339.609
Siddavatam, N., Martha, K., Vanka, K., & Das, B. (2012). A simple formal stereoselective synthesis of Herbarumin III. European Journal of Chemistry, 3(3), 337-339. doi:10.5155/eurjchem.3.3.337-339.609
Siddavatam, Nagendra, Krishnaiah Martha, Krishna Reddy Vanka, & Biswanath Das. "A simple formal stereoselective synthesis of Herbarumin III." European Journal of Chemistry [Online], 3.3 (2012): 337-339. Web. 1 Dec. 2021
Siddavatam, Nagendra, Martha, Krishnaiah, Vanka, Krishna, AND Das, Biswanath. "A simple formal stereoselective synthesis of Herbarumin III" European Journal of Chemistry [Online], Volume 3 Number 3 (30 September 2012)

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