Asymmetric Synthesis of β-Amino Acid Derivatives Incorporating a Broad Range of Substitution Patterns by Enolate Additions totert-Butanesulfinyl Imines

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Abstract
Addition of Ti(Oi-Pr)3 ester enolates to tert-butanesulfinyl aldimines and ketimines provided β-substituted, α,β- and β,β-disubstituted, α,β,β- and α,α,β-trisubstituted, and α,α,β,β-tetrasubstituted β-amino acid derivatives in high yields and with high diastereoselectivites. The N-sulfinyl-β-amino ester products were further employed as versatile intermediates for both standard solution-phase and solid-phase synthetic transformations, including the synthesis of β-peptide foldamers.

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