Enantioselective Annulation Reactions Enabled by Chiral Lithium Amides as Traceless Auxiliaries
Leroy Lu1, Lev N Sepetov1, Lauren Purcell1
1Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, United States.
Abstract:
Functionalized multimembered carbocyclic compounds are synthetically challenging scaffolds found in numerous pharmaceuticals and natural products. Herein, we describe a stereoselective and operationally straightforward method to form such carbocyclic compounds via a Michael addition-cyclization cascade. This method is effective in forming three or more contiguous stereocenters with high enantio- and diastereocontrol directly from α-substituted arylacetic acids with chiral lithium amides (CLAs) as traceless stereodirecting auxiliaries.
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