| Literature DB >> 11429891 |
Abstract
The preparation of the crystalline amide 2 is reported. Conjugate addition to 2 proceeded with the expected high diastereocontrol to give 3. This set the stage for subsequent intramolecular alkylidene C-H insertion to give, after ozonolysis and aldol condensation, (-)-mesembrine 1. Amide 2 should be a useful chiron for the enantioselective construction of cyclic quaternary centers.Entities:
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Year: 2001 PMID: 11429891 DOI: 10.1021/jo001237g
Source DB: PubMed Journal: J Org Chem ISSN: 0022-3263 Impact factor: 4.354