Abstract

The [2,3]-Wittig rearrangement of trimethylsilylpropargyl ethers of furanoid glycals derived from D-mannose and L-gulonic γ-lactone affords cis 2,5-disubstituted dihydrofurans with predominant erythro selectivity. Under the same conditions, [1,2]-Wittig rearrangement is observed with a glycal derived from D-ribonic γ-lactone.

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