Synthesis of 2,3-Dihydro-3-hydroxy-2-hydroxylalkylbenzofurans from Epoxy Aldehydes. One-Step Syntheses of Brosimacutin G, Vaginidiol, Vaginol, Smyrindiol, Xanthoarnol, and Avicenol A. Biomimetic Syntheses of Angelicin and Psoralen

We have developed two practical one-step syntheses of 2,3-dihydro-3-hydroxy-2-hydroxyalkylbenzofurans from readily available optically pure α,β−epoxy aldehydes. Electron-deficient resorcinols react with epoxy aldehydes using either Cs2CO3 in DMF or KOH/CaCl2 in MeOH to give adducts 13, 16, 18, 20, 2...

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Veröffentlicht in:	Journal of organic chemistry 2005-03, Vol.70 (5), p.1761-1770
Hauptverfasser:	Zou, Yefen, Lobera, Mercedes, Snider, Barry B
Format:	Artikel
Sprache:	eng
Schlagworte:	Aldehydes - chemical synthesis Aldehydes - chemistry Benzofurans - chemical synthesis Chemistry Epoxy Compounds - chemistry Exact sciences and technology Ficusin - chemical synthesis Furocoumarins - chemical synthesis Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Molecular Conformation Molecular Mimicry Organic chemistry Preparations and properties
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