Journal
TETRAHEDRON LETTERS
Volume 61, Issue 2, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2019.151382
Keywords
Asymmetric catalysis; Michael addition; Bifunctional thioureas; 2-hydroxy-1,4-naphthoquinone
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Funding
- National Natural Science Foundation of China [21372098]
- Jilin Province Science & Technology Development Program [20150203006GX, 20140307004GX]
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A series of threonine-derived thioureas were developed through the facile modification of L-threonine chiral scaffold. The enantioselective efficiency were evaluated in the catalytic asymmetric Michael addition of 2-hydroxy-1,4-naphthoquinone to nitroalkenes, which afforded the chiral nitroalkylated naphthoquinone derivatives in high yields (up to 93%) and enantio-selectivities (up to 99% ee) under low catalyst loading (3 mol%). (C) 2019 Elsevier Ltd. All rights reserved.
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