The stereoselective synthesis of all-carbon quaternary centers continues to be a daunting challenge in organic chemistry. Especially difficult is the synthesis of quaternary carbons that bear additional proximal steric hindrance.  [3,3] Sigmatropic rearrangements are a powerful tool for the stereo-controlled synthesis of these hindered systems.  Topics discussed will include the design and implementation of new hetero-[3,3] sigmatropic rearrangements and the application of these methods for the stereocontrolled synthesis of all carbon quaternary stereocenters in sterically congested environments.

New strategies for the synthesis of all-carbon quaternary stereocenters in sterically hindered environments via hetero-[3,3] sigmatropic rearrangements

243rd National Meeting (2012)

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