Ketene N,O-acetals were prepared stereoselectively and submitted to a Lewis acid-mediated 1,3-rearrangement to afford C-alkylated products. The reactions proceeded in a stereoselective manner to construct a chiral quaternary carbon in high selectivity. The stereochemistry of the quaternary center was found to be opposite to that obtained by an anionic direct dienolate alkylation.
|Number of pages||4|
|Publication status||Published - 2003 Apr 28|
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry