TY - JOUR
T1 - Synthesis of bulky aryl group-substituted chiral bis(guanidino) iminophosphoranes as uncharged chiral organosuperbase catalysts
AU - Takeda, Tadahiro
AU - Terada, Masahiro
N1 - Funding Information:
This work was partially supported by a Grant-in-Aid for Scientific Research on Innovative Areas ‘Advanced Molecular Transformations by Organoca-talysts’ from MEXT, Japan, and a Grant-in-Aid for Scientific Research from the JSPS. We gratefully acknowledge Mr Shohei Kawasaki (Daiichi Sankyo Co., Ltd) for his kind support for the X-ray crystallographic analysis.
PY - 2014
Y1 - 2014
N2 - 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.
AB - 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.
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U2 - 10.1071/CH14195
DO - 10.1071/CH14195
M3 - Article
AN - SCOPUS:84904440377
SN - 0004-9425
VL - 67
SP - 1124
EP - 1128
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
IS - 7
ER -