- A General Amino Acid Synthesis Enabled by Innate Radical Cross-Coupling.
A General Amino Acid Synthesis Enabled by Innate Radical Cross-Coupling.
Angewandte Chemie (International ed. in English) (2018-09-14)
Shengyang Ni, Alberto F Garrido-Castro, Rohan R Merchant, Justine N de Gruyter, Daniel C Schmitt, James J Mousseau, Gary M Gallego, Shouliang Yang, Michael R Collins, Jennifer X Qiao, Kap-Sun Yeung, David R Langley, Michael A Poss, Paul M Scola, Tian Qin, Phil S Baran
PMID30212610
ABSTRACT
The direct union of primary, secondary, and tertiary carboxylic acids with a chiral glyoxylate-derived sulfinimine provides rapid access into a variety of enantiomerically pure α-amino acids (>85 examples). Characterized by operational simplicity, this radical-based reaction enables the modular assembly of exotic α-amino acids, including both unprecedented structures and those of established industrial value. The described method performs well in high-throughput library synthesis, and has already been implemented in three distinct medicinal chemistry campaigns.
