The asymmetric synthesis of polycyclic 3-spirooxindole alkaloids via the cascade reaction of 2-isocyanoethylindoles
A highly enantioselective dearomative cascade reaction between 2-isocyanoethylindoles and 3-alkenyl-oxindoles was realized using a chiral N,N'-dioxide-Mg(II) complex catalyst. This reaction provides a straightforward access to polycyclic 3-spirooxindoles bearing cyclopenta[b]indole units with f...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2015-01, Vol.51 (89), p.16076-16079 |
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| container_end_page | 16079 |
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| container_issue | 89 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 51 |
| creator | Zhao, Xiaohu Liu, Xiaohua Xiong, Qian Mei, Hongjiang Ma, Baiwei Lin, Lili Feng, Xiaoming |
| description | A highly enantioselective dearomative cascade reaction between 2-isocyanoethylindoles and 3-alkenyl-oxindoles was realized using a chiral N,N'-dioxide-Mg(II) complex catalyst. This reaction provides a straightforward access to polycyclic 3-spirooxindoles bearing cyclopenta[b]indole units with four contiguous stereocenters in excellent yields and moderate to good stereoselectivities via a Michael/Friedel-Crafts/Mannich cascade. |
| doi_str_mv | 10.1039/c5cc06353a |
| format | Article |
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| ispartof | Chemical communications (Cambridge, England), 2015-01, Vol.51 (89), p.16076-16079 |
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| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Alkaloids - chemical synthesis Alkaloids - chemistry Catalysis Indoles - chemistry Ligands Molecular Structure Polycyclic Compounds - chemical synthesis Spiro Compounds - chemical synthesis Spiro Compounds - chemistry Stereoisomerism |
| title | The asymmetric synthesis of polycyclic 3-spirooxindole alkaloids via the cascade reaction of 2-isocyanoethylindoles |
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