高对映选择性和非对映选择性的甘氨酸席夫碱与原位生成的 N-Boc-亚胺的曼尼希反应，由金鸡纳生物碱硫脲催化。
Highly enantio- and diastereoselective Mannich reactions of glycine Schiff bases with in situ generated N-Boc-imines catalyzed by a cinchona alkaloid thiourea.
机构信息
The Skaggs Institute for Chemical Biology and The Departments of Chemistry and Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037.
出版信息
Org Lett. 2010 Feb 19;12(4):708-11. doi: 10.1021/ol902722y.
Highly enantio- and diastereoselective organocatalytic Mannich reactions of glycine Schiff bases with N-Boc-protected imines are described. Imines were generated in situ from bench-stable alpha-amido sulfones. Catalysis mediated by a cinchona alkaloid thiourea provided optically active alpha,beta-diamino acid derivatives with up to 99% ee and near-perfect diastereoselection.
高对映选择性和非对映选择性的手性催化甘氨酸席夫碱与 N-Boc 保护亚胺的 Mannich 反应被描述。亚胺是由稳定的α-酰胺砜原位生成的。金鸡纳生物碱硫脲介导的催化作用提供了具有高达 99%ee 和近乎完美的非对映选择性的手性α,β-二氨基酸衍生物。
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