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doi:10.1016/S0040-4039(00)77155-3 
Copyright © 1994 Published by Elsevier Science Ltd. All rights reserved.
The synthesis of the C-9 to C-21 sector of discodermolide: An efficient route to the C13–14 Z-trisubstituted alkene
Received 15 November 1993;
revised 7 February 1994;
accepted 14 February 1994.
Available online 9 March 2001.
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Abstract
The synthesis of the C-9 to C-21 sector of the immunosuppressive marine natural product discodermolide is described. The C-9 to C-15 subunit is synthesized in five steps from aldehyde 5 using the diene aldehyde cyclocondensation reaction. Diastereoselective alkylation of the previously synthesized C-16 to C-21 subunit by a suitably functionalized C-9 to C-15 synthon (3) leads to the C-9 to C-21 sector of discodermolide.
Graphical Abstract
The synthesis of the C-9 to C-15 subunit of discodermolide and its use in the synthesis of the C-9 to C-21 sector of the immunosuppressive marine natural product discodermolide are described.
