Total Synthesis of (±)-Bipinnatin J
2006; American Chemical Society; Volume: 8; Issue: 3 Linguagem: Inglês
10.1021/ol053054s
ISSN1523-7060
AutoresQinhua Huang, Viresh H. Rawal,
Tópico(s)Natural product bioactivities and synthesis
ResumoThe total synthesis of (±)-bipinnatin J was achieved through a concise route that features the use of a silver ion promoted SN1-type γ-alkylation of a siloxyfuran and a diastereoselective Cr(II)-mediated macrocyclization to provide bipinnatin J (1), wherein the remote furanone stereocenter at C10 induced the relative stereochemistry of the two additional stereocenters.
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