Synthesis of the macrocyclic core of (-)-pladienolide B.
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Skaanderup, Philip and Jensen, Thomas (2008) Synthesis of the macrocyclic core of (-)-pladienolide B. Organic Letters, 10 (13). pp. 2821-2824. ISSN 1523-7060
Official URL: http://pubs.acs.org/doi/abs/10.1021/ol800946x
Abstract
An efficient synthesis of the macrocyclic core of (-)-pladienolide B is disclosed. The concise route relies on a chiral auxiliary-mediated asymmetric aldol addition and an osmium-catalyzed asymmetric dihydroxylation to install the three oxygenated stereocenters of the macrocycle. This purely reagent-controlled and flexible strategy sets the stage for future analogue syntheses and structure-activity relationship plotting of the appealing anticancer lead structure pladienolide B.
Item Type: | Article |
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Date Deposited: | 14 Dec 2009 13:49 |
Last Modified: | 14 Dec 2009 13:49 |
URI: | https://oak.novartis.com/id/eprint/1103 |