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Vol. 27 No. 5 (2015): Vol 27 Issue 5

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Facile and Short Synthesis of (±) 1-Hydroxy Indolizidine and (±) Coniceine from Picolinic Acid Ethyl Ester via Cross Claisen Condensation

https://doi.org/10.14233/ajchem.2015.17459
S. Veeraswamy
Chemistry Services, GVK Biosciences Pvt. Ltd., Plot No. 28A, IDA, Nacharam, Hyderabad-500 076, India; Chemistry Division, Institute of Science and Technology, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad 500 072, India
A. Anjaiah
Chemistry Services, GVK Biosciences Pvt. Ltd., Plot No. 28A, IDA, Nacharam, Hyderabad-500 076, India
Satyanarayana Yennam
Chemistry Services, GVK Biosciences Pvt. Ltd., Plot No. 28A, IDA, Nacharam, Hyderabad-500 076, India
A. Jayashree
Chemistry Division, Institute of Science and Technology, Jawaharlal Nehru Technological University, Kukatpally, Hyderabad 500 072, India

Corresponding Author(s) : Satyanarayana Yennam

satya@gvkbio.com

Asian Journal of Chemistry, Vol. 27 No. 5 (2015): Vol 27 Issue 5

Abstract

New short synthesis of (±) 1-hydroxy indolizidine (4) and (±) coniceine (5) are described starting from picolinic acid ethyl ester (6). The key steps are the conversion of the picolinic acid ethyl ester into b-keto ester 7 via cross Claisen condensation and hydrogenation of the b-keto ester in to hydroxy bicyclic amide (8) using PtO2/H2.

Keywords

1-Hydroxy indolizidine Coniceine b-keto ester Cross Claisen condensation
Veeraswamy, S., Anjaiah, A., Yennam, S., & Jayashree, A. (2015). Facile and Short Synthesis of (±) 1-Hydroxy Indolizidine and (±) Coniceine from Picolinic Acid Ethyl Ester via Cross Claisen Condensation. Asian Journal of Chemistry, 27(5), 1667–1670. https://doi.org/10.14233/ajchem.2015.17459
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