Tetrahedron letters

Synthesis of tetrahydrofurans from protected β-hydroxyaldehydes: Optimization of the alcohol protecting group

SR Angle, DS Bernier, NA El-Said, DE Jones…

Index: Angle, Steven R.; Bernier, Daniel S.; El-Said, Nahla A.; Jones, Darin E.; Shaw, Stephanie Z. Tetrahedron Letters, 1998 , vol. 39, # 23 p. 3919 - 3922

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Citation Number: 14

Abstract

As part of an effort to generalize the synthesis of substituted tetrahydrofurans from protected β-hydroxy aldehydes, a series of common alcohol protecting groups was screened for compatibility with the methodology. Employing a β-(triisopropylsilyloxy) aldehyde resulted in a low yield of tetrahydrofuran, while the other protecting groups all afforded good yields of tetrahydrofurans.

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