European Journal of Chemistry

Stereoselective synthesis of (-) Cephalosporolide D

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Published: Mar 31, 2014
DOI: https://doi.org/10.5155/eurjchem.5.1.127-132.1002
Keywords:
α-Aminoxylation, Wittig olefination, Catalytic hydrogenation, Epoxidation with mCPBA, Yamaguchi macrolactonisation, Hydrolytic kinetic resolution of epoxide
Section
Research Article
Issue
Vol. 5 No. 1 (2014): March 2014
Dates
Received 2013-12-15
Accepted 2014-03-01
Published 2014-03-31


Main Article Content

Karna Ji Harkala
Department of Physics and Chemistry, Mahatma Gandhi Institute of Technology, Chaitanya Bharati, Gandipet, Hyderabad-500075, India
Laxminarayana Eppakayala
Department of Physics and Chemistry, Mahatma Gandhi Institute of Technology, Chaitanya Bharati, Gandipet, Hyderabad-500075, India
Thirumala Chary Maringanti
Department of Chemistry, Jawaharlal Nehru Technological University Hyderabad College of Engineering, Nachupally, Karimnagar-505501, India

Abstract

A simple and efficient synthesis of eight-membered lactone, Cephalosporolide D has been accomplished from inexpensive and commercially available starting materials. This synthesis utilizes α-aminoxylation catalyzed by L-proline reaction, Jacobsen’s hydrolytic kinetic resolution and Yamaguchi macrolactonization as key steps.


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Harkala, K. J.; Eppakayala, L.; Maringanti, T. C. Stereoselective Synthesis of (-) Cephalosporolide D. Eur. J. Chem. 2014, 5, 127-132.

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