Synthesis of Bulky Aryl Group-substituted Chiral Bis(guanidino)iminophosphoranes as Uncharged Chiral Organosuperbase Catalysts

Synthesis of Bulky Aryl Group-substituted Chiral Bis(guanidino)iminophosphoranes as Uncharged Chiral Organosuperbase Catalysts
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DOI:
10.1071/ch14195
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发表时间:
2014-01-01
影响因子:
1.1
通讯作者:
Terada, Masahiro
Terada, Masahiro
中科院分区:
化学4区
文献类型:
--
作者:
Takeda, Tadahiro;Terada, Masahiro

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合成了不带电荷的大分子芳基取代的手性双(胍基)亚胺基膦有机超碱催化剂。改进了7,7元螺环合成步骤,以提高由(1S,2S)-1,2-二苯基-1,2-乙二胺衍生的双(胍基)亚胺基膦的化学产率。按照改进的方法,新合成了含大分子芳基取代基的双(胍基)亚胺基膦类化合物,并对其在2-甲基四酮对映体选择性胺化反应中的手性有机超碱催化剂进行了评价。
Uncharged chiral bis(guanidino)iminophosphorane organosuperbase catalysts substituted by bulky aryl groups were synthesized. The synthetic procedure for the 7,7-membered spiro-cyclization step was modified to enhance the chemical yield of bis(guanidino) iminophosphorane derived from (1S,2S)-1,2-diphenyl-1,2-ethanediamine. In accordance with the amended procedure, bis(guanidino) iminophosphoranes with bulky aryl substituents were newly synthesized and evaluated as chiral organosuperbase catalysts in the enantioselective amination of 2-methyltetralone.