Enantioselective Annulation Reactions Enabled by Chiral Lithium Amides as Traceless Auxiliaries
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.
Authors
- Leroy Lu
- Armen Zakarian (ORCID: https://orcid.org/0000-0002-9120-1232)
- Kai Yu (ORCID: https://orcid.org/0000-0001-8272-2733)
- Jessica Park
- Peng Pan (ORCID: https://orcid.org/0000-0003-0928-3556)
- Lev N. Sepetov
- Lauren Purcell
Institutions
- University of California, Santa Barbara (US)
- University of California System (US)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-02-04
- DOI
- https://doi.org/10.1021/acs.orglett.4c04870
- Citations
- 3
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Division of Chemistry