Abstract
The chemistry of organoindium compounds is becoming a useful tool in modern organic synthesis. The method presented herein allows a simple preparation of various allenes, including chiral ones, starting from readily available propargylic esters. Organoindium compounds tolerate a variety of functional groups, therefore the method can be useful for the preparation of functionalized allenes. Aryl, alkenyl and alkynyl indium derivatives are suitable reagents. The process is highly anti-stereoselective, and a good degree of chirality transfer was observed for enantiopure substrates. The reaction proceeds smoothly at room temperature.
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