ChemInform Abstract: Synthesis of Tetrahydrofurans from Protected β‐Hydroxyaldehydes: Optimization of the Alcohol Protecting Group.

Abstract

Synthesis of Tetrahydrofurans from Protected β-Hydroxyaldehydes:Optimization of the Alcohol Protecting Group.-The conversion of silyl-protected β-hydroxyaldehydes (I) to tetrahydrofurans (III) by reaction with the diazoester (II) is investigated. Low yields of the desired tetrahydrofuran are obtained with aldehyde (Ic), while other protecting groups afford good to fair yields. -(ANGLE, S. R.; BERNIER, D. S.; EL-SAID, N. A.; JONES, D. E.; SHAW, S. Z.; Tetrahedron Lett. 39 (1998) 23, 3919-3922; Dep. Chem., Univ.