Enantioselective Synthesis of the ent-Lomaiviticin A Bicyclic Core

The bicyclic core of ent-lomaiviticin A was prepared in 11 operations from (S)-1-phenyl-2-propyn-1-ol in a two-directional route that features (1) a double Ireland Claisen rearrangement and (2) a double olefin metathesis reaction to form the key C–C bonds of the target.

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Veröffentlicht in:Organic letters 2012-11, Vol.14 (21), p.5484-5487
Hauptverfasser: Feldman, Ken S, Selfridge, Brandon R
Format: Artikel
Sprache:eng
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Zusammenfassung:The bicyclic core of ent-lomaiviticin A was prepared in 11 operations from (S)-1-phenyl-2-propyn-1-ol in a two-directional route that features (1) a double Ireland Claisen rearrangement and (2) a double olefin metathesis reaction to form the key C–C bonds of the target.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol302567f