Acid-Catalyzed Regioselective Sulfetherification of Alkenols and Stereoselective Rearrangement of Tetrahydrofuran to Tetrahydropyran

An efficient acid-catalyzed sulfetherification of various unsaturated alcohols with sulfenamides to form tetrahydrofurans and tetrahydropyrans regioselectively is described. Mechanistic studies have shown that the tetrahydrofurans can stereoselectively rearrange to the corresponding tetrahydropyrans.

本文报道了一种高效的酸催化硫醚化反应（sulfetherification），可使多种不饱和醇（unsaturated alcohols）与次磺酰胺（sulfenamides）区域选择性地生成四氢呋喃（tetrahydrofurans）与四氢吡喃（tetrahydropyrans）。机理研究表明，所生成的四氢呋喃可经立体选择性重排得到对应的四氢吡喃。