Catalytic Enantioselective Ring-Opening and Ring-Closing Reactions of 3-Isothiocyanato Oxindoles and N-(2-Picolinoyl)aziridines.

Catalytic Enantioselective Ring-Opening and Ring-Closing Reactions of 3-Isothiocyanato Oxindoles and N-(2-Picolinoyl)aziridines.
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3-异硫氰酸吲哚和 N-(2-吡啶甲酰基)氮丙啶的催化对映选择性开环和闭环反应

DOI:
10.1021/acs.orglett.5b01291
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发表时间:
2015-06
期刊:
Org Lett
影响因子:
--
通讯作者:
王锐
王锐
中科院分区:
其他
文献类型:
--
作者:
王锐

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3 - 异硫氰酸基羟吲哚首次成功应用于与氮丙啶的不对称形式[3 + 3]环加成反应。该反应通过原位生成的镁催化剂有效介导,使用了(R)- 3,3'-氟(此处似乎不完整)
3-Isothiocyanato oxindoles have been successfully applied to an asymmetric formal [3 + 3] cycloaddition reaction with aziridines for the first time. The reaction was efficiently mediated by an in situ generated magnesium catalyst employing (R)-3,3'-fluorous-BINOL as a simple chiral ligand. Serials of polycyclic frameworks could be obtained after a ring-closing step. The enantioenriched ring-opening product was also utilized to modified amino acids, peptides, and bifunctional organocatalyst.
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