Efficient Synthesis of Salicylates by Catalytic [3+ 3] Cyclizations of 1, 3-Bis (silyl enol ethers) with 1, 1, 3, 3-Tetramethoxypropane

…, TH Tam Dang, Z Ahmed, MA Rashid…

Index: Sher, Muhammad; Tam Dang; Ahmed, Zafar; Rashid, Muhammad A.; Fischer, Christine; Langer, Peter Journal of Organic Chemistry, 2007 , vol. 72, # 16 p. 6284 - 6286

Full Text: HTML

Citation Number: 20

Abstract

The titanium tetrachloride (TiCl 4 ) mediated formal [3 + 3] cyclization of 1,3-bis(silyl enol ethers) 9 with 3-siloxy-2-en-1-ones provides a convenient approach to a variety of functionalized salicylates. 7a,b,10 In addition, TiCl 4 -mediated cyclizations of 1,3-bis(silyl enol ethers) with 1,1,3,3-tetramethoxypropane and related bis(acetals) were reported. 7a,b,11,12 All of these transformations rely on the employment of stoichiometric amounts of Lewis acid. Herein, we report what ...