Tetrahedron Letters

Diastereoselection in 1, 3-O-to-C-alkyl migration reaction of 1-alkenyl alkyl acetals catalyzed by boron trifluoride etherate

M Takahashi, H Suzuki, Y Moro-oka, T Ikawa

Index: Takahashi, Mitsuru; Suzuki, Hiroharu; Moro-Oka, Yoshihiko; Ikawa, Tsuneo Tetrahedron Letters, 1982 , vol. 23, # 39 p. 4031 - 4034

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Citation Number: 14

Abstract

Abstract Remarkable diastereoselection, with (E)-alkenyl alkyl acetal giving selectively the erythro α-alkyl-β-alkoxyaldehyde, and (Z)-acetal leading preferentially to the threo isomer, is observed in the 1, 3-O-to-C-alkyl migration reaction of 1-alkenyl alkyl acetals catalyzed by boron trifluoride etherate.