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Method for the rapid synthesis of highly functionalized 2-hydr...

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Method for the rapid synthesis of highly functionalized 2-hydroxy-1-naphthoates. Syntheses of the naphthoic acid components of neocarzinostatin chromophore and N1999A2.

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We describe a four-step sequence for the synthesis of complex 2-hydroxy-1-naphthoic acids involving Z-selective olefination of benzaldehyde derivatives with a novel dioxolenone-containing phenyl phosphonate reagent, followed by dioxolenone cleavage with alkaline trifluoroethanol and oxidative cyclization (Mn(OAc)(3)) of the resultant trifluoroethyl beta-keto esters. [reaction: see text]

Ji N, Rosen BM, and Myers AG

Organic letters 6(24):4551, 2004 Nov 25 - Who cited this? | PubMed ID: 15548073 | Fulltext

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