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2015•Letters in Organic ChemistryRequires access

A Concise Stereoselective Total Synthesis of (–) - Cephalosporolide D

Umanadh Yapuri, Omprakash Gudaparthi, Narahari Srinivasareddy

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Abstract

A concise stereoselective total synthesis of (-) - Cephalosporolide D, an eight membered lactone ring has been derived from low cost and easily available starting material (±)-propylene epoxide. The key steps involved in this concise synthesis are Sharpless kinetic resolution, Grignard reaction and Yamaguchi macrolactonisation. Keywords: (±)-propylene epoxide, sharpless kinetic resolution, yamaguchi macrolactonisation, stereoselective synthesis and (-) - cephalosporolide D.

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What this paper is about

A concise stereoselective total synthesis of (-) - Cephalosporolide D, an eight membered lactone ring has been derived from low cost and easily available starting material (±)-propylene epoxide. The key steps involved in this concise synthesis are Sharpless kinetic resolution, Grignard reaction and Yamaguchi macrolactonisation. Keywords: (±)-propylene epoxide, sharpless kinetic resolution, yamaguchi macrolactonisation, stereoselective synthesis and (-) - cephalosporolide D.

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Available abstract

A concise stereoselective total synthesis of (-) - Cephalosporolide D, an eight membered lactone ring has been derived from low cost and easily available starting material (±)-propylene epoxide. The key steps involved in this concise synthesis are Sharpless kinetic resolution, Grignard reaction and Yamaguchi macrolactonisation. Keywords: (±)-propylene epoxide, sharpless kinetic resolution, yamaguchi macrolactonisation, stereoselective synthesis and (-) - cephalosporolide D.

Key concepts: Stereoselectivity, Kinetic resolution, Chemistry, Epoxide, Sharpless epoxidation, Total synthesis, Stereochemistry, Lactone

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