Amphidinolide B:  Asymmetric Synthesis of a C7−C20 Synthon

An asymmetric synthesis of a C7−C20 synthon of amphidinolide B is described. The synthesis entails the construction of C7−C13 and C14−C20 fragments and makes extensive use of catalytic asymmetric bond constructions to establish the requisite stereochemical relationships. Fragment coupling proceeds b...

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Veröffentlicht in:Organic letters 2006-01, Vol.8 (1), p.7-10
Hauptverfasser: Gopalarathnam, Apsara, Nelson, Scott G
Format: Artikel
Sprache:eng
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Zusammenfassung:An asymmetric synthesis of a C7−C20 synthon of amphidinolide B is described. The synthesis entails the construction of C7−C13 and C14−C20 fragments and makes extensive use of catalytic asymmetric bond constructions to establish the requisite stereochemical relationships. Fragment coupling proceeds by Suzuki cross-coupling and installs the trisubstituted diene unit that is among amphidinolide B's defining structural features.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol051861l