期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 31, 页码 11048-11052出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201600989
关键词
asymmetric catalysis; cycloaddition; Diels-Alder reaction; octahydroisoquinoline; trifluoromethyl
资金
- National Natural Science Foundation of China [21125206, 21372160, 21321061]
beta-Trifluoromethyl (CF3) enones were proved to act as good dienophiles in asymmetric normal-electron-demand Diels-Alder cycloadditions with 2,4-dienals under trienamine catalysis with a chiral secondary amine. The sequential reductive amination transformations with benzylamine produced cis-and trans-fused chiral trifluoromethylated octahydroisoquinolines in a diastereodivergent manner by using NaBH(OAc)(3) and NaBH3CN as the reductants, respectively. Moreover, other types of activated alkenes that bear a CF3 group have also been successfully utilized to construct a diverse range of chiral cyclic frameworks in high stereoselectivity.
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