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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| Authors: | Ji Nan Rosen Brad M Myers Andrew G |
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| Institution: | Department of Chemistry and Chemical Biology, Harvard University, Cambridge, MA 02138, USA. |
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| Abstract: | 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] |
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