Premium
Sequential Ir‐Catalyzed Allylation/ 2‐aza‐Cope Rearrangement Strategy for the Construction of Chiral Homoallylic Amines †
Author(s) -
Wang RuoQing,
Shen Chong,
Cheng Xiang,
Wang ZuoFei,
Tao HaiYan,
Dong XiuQin,
Wang ChunJiang
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000065
Subject(s) - chemistry , catalysis , yield (engineering) , allylic rearrangement , chirality (physics) , amine gas treating , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , metallurgy , quark
Summary of main observation and conclusion Sequential Ir‐catalyzed asymmetric allylation/2‐aza‐Cope rearrangement of arylidene aminomalonates with allylic carbonates was successfully developed, and a variety of enantioenriched homoallylic amine derivatives were obtained in high yields with good chirality transfer and excellent E / Z ‐geometry control (up to 99% yield, 96% ee). Compared with previous dual catalytic system established for this transformation, the current mono metal catalytic system provides a simpler and more practical protocol employing the readily available starting materials.