Tetrahedron letters

Chelation-controlled cyclization of β-ketoester-substituted and β-ketoamide-substituted allylsilanes.

GA Molander, SW Andrews

Index: Molander, Gary A.; Andrews, Steven W. Tetrahedron Letters, 1986 , vol. 27, # 27 p. 3115 - 3118

Full Text: HTML

Citation Number: 18

Abstract

Abstract The first examples of Lewis acid-catalyzed chelation-controlled cyclization reactions are reported. Titanium tetrachloride-initiated cyclization of β-ketoester and β-ketoamide- substituted allylsilanes proceeds in isolated yields of 65–88%, providing a single diastereomeric product in each case.