A Concise Approach to Structurally Diverse β-Amino Acids
Document Type
Article
Publication Date
5-15-2003
Publisher
American Chemical Society
Abstract
We have demonstrated that the high yields and selectivities of 1,3-dipolar cycloadditions can be translated into facile stereoselective syntheses of a diverse array of β-amino acids, key components of bioactive natural products, β-lactams, and peptidomimetics. Simply by selecting different combinations of three readily available starting materials (an oxime, a chiral allylic alcohol, and a nucleophile), we used the reaction sequence to prepare four different β-amino acid structural types with a variety of substitution patterns in good overall yield. Of particular note is the use of this approach to prepare highly substituted β-amino acids not readily accessible by previously reported methodologies. This will pave the way for future studies of the structure and function of this important class of molecules.
Recommended Citation
Minter, A. R., Fuller, A. A., & Mapp, A. K. (2003). A Concise Approach to Structurally Diverse β-Amino Acids. Journal of the American Chemical Society, 125(23), 6846–6847. https://doi.org/10.1021/ja0298747
