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

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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.
Organic Letters ( IF 4.9 ) Pub Date : 2004 Nov 25 , DOI: 10.1021/ol048075l
Nan Ji ₁ , Brad M. Rosen ₁ , Andrew G. Myers ₁

Affiliation

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]

中文翻译：

快速合成高度官能化的2-羟基-1-萘甲酸的方法。新carstatinstatin发色团和N1999A2的萘甲酸成分的合成。

我们描述了一个复杂的2-羟基-1-萘甲酸的合成的四步骤序列，涉及苯甲醛衍生物与新型含二氧戊烯酮的苯基膦酸酯试剂的Z-选择性烯化反应，然后用碱性三氟乙醇裂解二氧烯酮和氧化环化反应（Mn （OAc）（3））生成的三氟乙基β-酮酯。[反应：看文字]

更新日期：2017-01-31

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