期刊
ACS CATALYSIS
卷 6, 期 2, 页码 652-656出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b02619
关键词
unnatural alpha-amino acids; asymmetric catalysis; copper; conjugate addition; para-quinone methides
资金
- Fundamental Research Funds for the Central Universities
- National Natural Science Foundation of China [21172068, 21572053]
- Shanghai Pujiang Program [14PJD013]
- Shanghai Yangfan Program [14YF1404600]
- ECUST
- Royal Society
A highly efficient synthetic approach to unnatural chiral beta-Ar,Ar'-alpha-amino acid esters bearing two contiguous stereogenic centers has been developed. The first enantioselective 1,6-conjugate addition of glycine Schiff bases to para-quinone methides was achieved using a Cu(CH3CN)(4)BF4/Ph-Foxap catalytic system (1 mol %). The reaction proceeded smoothly to generate corresponding products in high yields with excellent diastereoselectivities (up to 99:1) and enantioselectivities (up to >99% ee). Subsequent reduction delivered enantiopure unnatural amino alcohols, which were utilized for the synthesis of novel chiral ligands.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据