Enantiospecific synthesis and allylation of all-carbon-substituted alpha-chiral allylic stannanes.
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.
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.
Eric S
ES
Schmidtmann
Martin
M
Oestreich