Tetrahedron

Enantiomerically pure, highly functionalized tetrahydrofurans from simple carbohydrate precursors

I Lundt, H Frank

Index: Lundt, Inge; Frank, Holger Tetrahedron, 1994 , vol. 50, # 46 p. 13285 - 13298

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Citation Number: 22

Abstract

6-Bromo-6-deoxy-1, 4-aldonolactones and 6-bromo-6-deoxy-alditols with D-galacto-, D-altro- , D-manno-and D-ido-configuration were selectively converted into hydroxylated tetrahydrofuran derivatives by simple heating in water. The 6-bromo-6-deoxy-D-altritol (10) and 6-bromo-6-deoxy-D-iditol (25) reacted even at room temperature. Likewise, the 6-bromo- 2, 6-dideoxy-aldonolactones with D-arabino-(29) and D-lyxo-configuration (31) gave the ...

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