Lithium (α-methylbenzyl)allylamide: a differentially protected chiral ammonia equivalent for the asymmetric synthesis of β-amino acids and β-lactams
- 1 January 1995
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 11,p. 1109-1110
- https://doi.org/10.1039/c39950001109
Abstract
The addition products from the highly stereoselective conjugate additions of lithium (αS)-(α-methylbenzyl)allylamide to α, β-unsaturated tert-butyl esters are efficiently deallylated with tris(triphenylphosphine)rhodium(I) chloride and converted, after transesterification to the methyl esters and cyclisation with methylmagnesium bromide, to the corresponding homochiral N-(α-methylbenzyl)-4-substituted-azetidm-2-ones.Keywords
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