Issue 89, 2014

Stereoselective synthesis of 4-substituted-cyclic sulfamidate-5-carboxylates by asymmetric transfer hydrogenation accompanied by dynamic kinetic resolution and applications to concise stereoselective syntheses of (−)-epi-cytoxazone and the taxotere side-chain

Abstract

Dynamic kinetic resolution driven, asymmetric transfer hydrogenation reactions of cyclic sulfamidate imine-5-carboxylate esters were developed. Applications of the new methodology to stereoselective syntheses of the taxotere side-chain and (−)-epi-cytoxazone are described.

Graphical abstract: Stereoselective synthesis of 4-substituted-cyclic sulfamidate-5-carboxylates by asymmetric transfer hydrogenation accompanied by dynamic kinetic resolution and applications to concise stereoselective syntheses of (−)-epi-cytoxazone and the taxotere side-chain

Supplementary files

Article information

Article type
Communication
Submitted
14 Aug 2014
Accepted
02 Sep 2014
First published
05 Sep 2014

Chem. Commun., 2014,50, 13706-13709

Author version available

Stereoselective synthesis of 4-substituted-cyclic sulfamidate-5-carboxylates by asymmetric transfer hydrogenation accompanied by dynamic kinetic resolution and applications to concise stereoselective syntheses of (−)-epi-cytoxazone and the taxotere side-chain

J. Kim, Y. J. Seo, S. Kang, J. Han and H. Lee, Chem. Commun., 2014, 50, 13706 DOI: 10.1039/C4CC06395C

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