Double Stereocontrol in α-Alkylation of Chiral Lithium Dienolates Generated from (E)-α,β-Olefinic Amides and Esters
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The methylation of the lithium dienolate generated from (E)-α,β-olefinic amide with Katsuki's chiral auxiliary affords the α-methylated β,γ-enamide in an exceptionally high Z-selectivity (99%) over the terminal olefinic bond along with 99% de at the α-chiral center. The origin of the high Z-selectivity is discussed.
- Chemistry Letters
Chemistry Letters 1998(10), 1049-1050, 1998-10-05
The Chemical Society of Japan