Tetrahedron letters

Synthesis of 1, 2-glycol monoethers utilizing decarbonylation ofα-alkoxyacid chlorides mediated by samarium diiodide

M Sasaki, J Collin, HB Kagan

Index: Sasaki, Mitsuru; Collin, Jacqueline; Kagan, Henri B. Tetrahedron Letters, 1988 , vol. 29, # 38 p. 4847 - 4850

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Citation Number: 23

Abstract

Abstract A new synthesis of 1, 2-glycol monoethers has been achieved byutilizing decarbonylation of α-alkoxyacid chlorides mediated by samarium diiodide in the presence of ketones. This one-pot reaction works within a few minutes at room temperature. The structure of α-alkoxyacidchlorides (R 2, R 3) C (OR 1) COCl tolerates various substitution patterns (R 2= R 3= H; R 2= H; R 3= Me or R 2= R 3= Me).