Stereoselective Synthesis of 2H??Chromans by Reductive Deoxygenation of Differently Substituted 2??Sulfinylmethylchroman??2??ols

G Hernández??Torres, MC Carreño…

Index: Hernandez-Torres, Gloria; Carreno, M. Carmen; Urbano, Antonio; Colobert, Francoise European Journal of Organic Chemistry, 2011 , # 20-21 p. 3864 - 3877

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Citation Number: 2

Abstract

Abstract Good-to-excellent diastereoselectivies have been achieved in the synthesis of 2H- chromans by Et 3 SiH/TMSOTf reductive deoxygenation of differently substituted 2- sulfinylmethylchroman-2-ols and their methyl ketals. The influence of both electron-donating and-withdrawing substituents on the sulfoxide and on the aromatic dihydobenzopyran core has been studied. SOR 1 electron-donating groups (R 1= pMeOPh and 2-MeO-1-naphthyl ...