Synthesis of C1-C8 and C9-C24 fragments of (−)-discodermolide: use of asymmetric alkylation and stereoselective aldol reactions

The C1-C8 and C9-C24 fragments of (−)-discodermolide, the antipode of the marine natural product (+)-discodermolide, have been synthesized with excellent stereoselectivities. These syntheses feature the utilization of the isoxazolidine-mediated asymmetric alkylation methodology and fragment-fragment...

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Bibliographic Details
Published in:Tetrahedron letters 1999-07, Vol.40 (30), p.5449-5453
Main Authors: Filla, Sandra A., Song, Jinhua J., Chen, Lihren, Masamune, Satoru
Format: Article
Language:English
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Summary:The C1-C8 and C9-C24 fragments of (−)-discodermolide, the antipode of the marine natural product (+)-discodermolide, have been synthesized with excellent stereoselectivities. These syntheses feature the utilization of the isoxazolidine-mediated asymmetric alkylation methodology and fragment-fragment coupling aldol reactions. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)01009-6