Highly stereodivergent generation of the Z- and E-enolates of a β-amino ester via conjugate addition to methyl crotonate by using lithium N-benzyltrimethylsilylamide as a nitrogen nucleophile, and application to stereoselective aldol reactions
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 12,p. 753-754
- https://doi.org/10.1039/c39890000753
Abstract
Methods for highly stereoselective generation of both Z- and E-enolates of a β-amino ester have been developed on the basis of a conjugate addition of lithium N-benzyltrimethylsilylamide to methyl crotonate and applied to stereoselective synthesis of anti,syn- and syn,anti-β-amino-β′-hydroxy esters by treatment with aldehyde.Keywords
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