Issue 21, 2014

Carbohydrate-based first stereoselective total synthesis of bioactive cytospolide P

Abstract

A facile carbohydrate-based highly stereoselective synthetic route has been developed for the cytospolide P (1) from D-ribose for the first time. Key steps of the synthesis include Wittig homologation, regioselective epoxide ring opening, Sharpless asymmetric epoxidation, Evans aldol reaction, and Yamaguchi macrolactonization.

Graphical abstract: Carbohydrate-based first stereoselective total synthesis of bioactive cytospolide P

Supplementary files

Article information

Article type
Communication
Submitted
12 Feb 2014
Accepted
18 Mar 2014
First published
25 Mar 2014

Org. Biomol. Chem., 2014,12, 3358-3361

Author version available

Carbohydrate-based first stereoselective total synthesis of bioactive cytospolide P

P. Suman and B. C. Raju, Org. Biomol. Chem., 2014, 12, 3358 DOI: 10.1039/C4OB00323C

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