A Novel Bifunctional Allyldisilane as a Triple Allylation Reagent in the Stereoselective Synthesis of Trisubstituted Tetrahydrofurans

摘要

Three for the price of two: A bifunctional allyldisilane undergoes a two-step triple allylation sequence with pairs of aldehydes to give all-cis trisubstituted tetrahydrofurans in excellent enantio- and diastereoselectivity (see scheme). The first allylation step, which sets up the key stereogenic centres, is catalysed by a chiral Lewis base.