Tetrahedron Letters p. 3713 - 3716 (2003)
Update date:2022-08-02
Topics:
Suzuki, Tatsuo
Inui, Masaharu
Hosokawa, Seijiro
Kobayashi, Susumu
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.
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