Abstract
The MgI2 mediated reaction of aryl substituted cyclopropyl nitriles with tosyl aldimines to give 2,3-diaryl-3-cyano-substituted pyrrolidines has been demonstrated. In all cases, the trans-diastereoisomer was determined to be the major product. The overall yield and diastereoselectivity of the reaction showed some sensitivity to the electronic and steric demands of the aryl cyclopropyl nitriles and the tosyl aldimines. Substitution with electron withdrawing substituents on both reacting partners proved beneficial in terms of the yield and diastereoselectivity.
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