Abstract
An efficient method for the synthesis of trans-2,5-disubstituted tetrahydrofuran derivatives has been developed. Dithioacetal-functionalized cyclic hemiketals are reduced by triphenylsilane (Ph3SiH) in the presence of TiCl4 to afford the corresponding trans-2,5-disubstituted tetrahydrofuran derivatives in good yield and high stereoselectivity. Asymmetrical synthesis of (2S,5S) disubstituted tetrahydrofuran was also achieved by using this reduction method.
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