A Modular Synthesis of the Bis-Tetrahydrofuran Core of Rolliniastatin from Pyranoside Precursors

The iodoetherification of C6 allyllated 2,3-dideoxypyranosides has been shown to give cis-2,5-disubstituted tetrahydrofurans in high stereoselectivity. This result is applied to a modular synthesis of the bis-THF core of the acetogenin, rolliniastatin.