Synthesis

An efficient synthetic strategy for geometrically pure symmetrical and unsymmetrical hydroxystilbenes via McMurry coupling

NV Mayekar, S Chattopadhyay, SK Nayak

Index: Mayekar, Narayan V.; Chattopadhyay, Subrata; Nayak, Sandip K. Synthesis, 2003 , # 13 p. 2041 - 2046

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Citation Number: 14

Abstract

Abstract Intramolecular reductive deoxygenation of ethylenedioxy tethered symmetrical and unsymmetrical aromatic bis (carbonyl) ethers with the low-valent titanium (LVT) reagent (TiCl 4-Zn-THF) yielded chromatographically separable E/Z-isomers of corresponding cyclic stilbenes which were further dealkylated to obtain geometrically pure hydroxystilbenes. The intramolecular McMurry coupling of the tethered bis (carbonyl) ethers with TiCl 3-Li-THF, ...