Enantioselective Deaminative Alkylation of Amino Acid Derivatives with Unactivated Olefins
Shang-Zheng Sun, Yue-Ming Cai, De-Liang Zhang, Jia-Bao Wang, Hong-Qing Yao, Xi-Yan Rui, Ruben Martin and Ming Shang*
*Frontiers Science Center for Transformative Molecules,
School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University,
Shanghai 200240, P. R. China, Email: shangsjtusjtu.edu.cn
S.-Z. Sun, Y.-M. Cai, D.-L. Zhang, J.-B. Wang, H.-Q. Yao, X.-Y. Rui, R. Martin, M. Shang, J. Am. Chem. Soc., 2022, 144, 1130-1137.
DOI: 10.1021/jacs.1c12350
see article for more reactions
Abstract
A sterically encumbered bis(oxazoline) ligand backbone enables a Ni-catalyzed enantioselective deaminative alkylation of amino acid and peptide derivatives with unactivated olefins. This protocol is distinguished by its broad scope and generality across a wide number of counterparts, even in the context of late-stage functionalization.
see article for more examples
Key Words
alkylation, diethoxymethylsilane
ID: J48-Y2022