Enantiospecific synthesis and allylation of all-carbon-substituted alpha-chiral allylic stannanes

Angew Chem Int Ed Engl. 2009;48(25):4634-8. doi: 10.1002/anie.200901384.

Abstract

Once difficult to obtain, the title compounds can be prepared in virtually enantiomerically pure form with a bis(triorganostannyl) zinc reagent (see scheme). Subsequent diastereoselective thermal (left) and Lewis acid promoted reactions (right) illustrate the synthetic potential of these compounds.