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Stereocontrolled syntheses of cisand trans-2,5-disubstituted tetrahydrofurans with a 1-methyl2-benzyloxyethyl group at C(2) are described. The starting material for this work was prepared by the tin(IV) chloride promoted reaction of a 4-methyl-5-benzyloxypent-2-enylstannane with an aldehyde which proceeds with excellent 1,5-induction.

Stereocontrolled syntheses of 2,5-disubstituted tetrahydrofurans using remote asymmetric induction