Stereoselective preparation of O-alkoxy d-tetrose, d-pentose, 2-deoxy-d-glycero tetrose and 2, 3-dideoxy-d-erythro pentose derivatives by an iterative elongation of 2, …

Y Arroyo-Gómez, JA López-Sastre…

Index: Arroyo-Gomez; Lopez-Sastre; Rodriguez-Amo; Santos-Garcia; Sanz-Tejedor Tetrahedron Asymmetry, 1999 , vol. 10, # 5 p. 973 - 990

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Citation Number: 6

Abstract

All d-pentoses are synthesized by one-carbon chain elongation commencing with the addition of the lithium salt of ethyl ethylthiomethyl sulfoxide to 2-O-(t-butyldimethylsilyl)-3, 4- O-isopropylidene-d-erythrose and d-threose, 16 and 17. The addition of the above- mentioned nucleophile to 2-deoxy-3, 4-O-isopropylidene-d-glycero tetrose, 19, gave rise to 2, 3-dideoxy-d-glycero pentose. The starting aldehydes, 16, 17 and 19, are easily ...

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