Chiral Phosphinoferrocenyl-Calixarenes
作者： Andrii Karpus , Oleksandr Yesypenko , Vyacheslav Boiko , Rinaldo Poli , Jean-Claude Daran
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摘要: The Mitsunobu alkylation of 4-tert-butylcalix[4]arene with (S)-(2-diphenylthiophosphinoferrocenyl)methanol followed by desulfuration the thiophosphine unit using tris(dimethylamino)phosphine afforded enantiomerically pure calixarene mono- and di(ferrocenylphosphine) ligands in high yields. mono(ferrocenylphosphine) exhibited good catalytic activity but low atropoenantioselectivity when used asymmetric Suzuki–Miyaura coupling reaction 1-naphthaleneboronic acid 1-bromo-2-methylnaphthalene. However, ligand displayed both enantioselectivity (ee values up to 86 %) employed Tsuji–Trost allylic 1,3-diphenylprop-2-enyl acetate dimethyl malonate.
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