4.8 Article

Total Synthesis of Waltherione F, a Nonrutaceous 3-Methoxy-4-quinolone, Isolated from Waltheria indica L. F.

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ORGANIC LETTERS
卷 20, 期 16, 页码 5058-5061

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02221

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  1. ANPCyT [PICT 2014-0445]
  2. CONICET [PIP 2012-0471, PUE IQUIR 2016]
  3. SECyT-UNR [BIO46]

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Waltherione F was totally synthesized in seven steps and 31% overall yield from 2-nitro-3-methylanisole without the use of protecting groups. Key steps in the sequence were a Suzuki Miyaura coupling to attach the n-octyl chain and a microwave-promoted cyclization of an acetonyl anthranilate to give the heterocyclic core whose 3-OH was O-methylated.

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