Letters in Organic Chemistry

Miguel Yus  
Universidad de Alicante Apdo
Alicante
Spain

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An Alternative Stereoselective Total Synthesis of (+)-Cephalosporolide D

Author(s): Indraganti Sreenivasa Murthy, Reddymasu Sreenivasulu, Gurrala Alluraiah and Rudraraju Ramesh Raju

Affiliation: Department of Chemistry, Acharya Nagarjuna University, Nagarjuna Nagar - 522 510, Andhra Pradesh, India.

Keywords: (+)-Cephalosporolide D, L - Proline catalyzed reaction, (±)-Propylene epoxide, stereoselective synthesis, total synthesis and Yamaguchi macrolactonization.

Abstract:

An efficient stereoselective total synthesis of (+)-Cephalosporolide D from commercially available and inexpensive starting material, (±)-propylene epoxide, is described. The key steps involved in this synthesis are α- aminoxylation catalyzed by L-proline, followed by in situ reduction using NaBH4 and Yamaguchi macrolactonization.

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Article Details

VOLUME: 11
ISSUE: 5
Page: [327 - 332]
Pages: 6
DOI: 10.2174/1570178611666140124001937