A new approach to the synthesis of a polyfunctional acyclic chiral building block based on ethyl (S)-(–)-lactate

Based on ethyl (S)-(–)-lactate, an original sequence of highly stereoselective transformations leading to (4S,5E)-4-bromomethylhept-5-enenitrile was developed using rearrangement of a chiral cyclopropyl carbinol as the key step.