Enantioselective Pd-catalysed allylation with BINOL-derived monodentate phosphite and phosphoramidite ligands
Тип публикации: Journal Article
Дата публикации: 2005-04-01
SJR: —
CiteScore: —
Impact factor: —
ISSN: 13811169
Catalysis
Physical and Theoretical Chemistry
Process Chemistry and Technology
Краткое описание
Abstract P-monodentate phosphite ( 1 ) and phosphoramidite ( 2 ) ligands have been synthesised from ( S )-BINOL. Complexation of the new ligands with [Rh(CO) 2 Cl] 2 and [Pd(allyl)Cl] 2 has been found to give neutral and cationic complexes [Rh(CO)Cl(L)] 2 and [Pd(allyl)(L) 2 ] + BF 4 − , correspondingly. Applicability of these ligands in asymmetric C * C, C * N, C * S bond formation and alkene hydrogenation reactions has been demonstrated. The phosphoramidite 2 showed higher enantioselectivity than its phosphite analogue 1 and provided good enantioselectivity in the Pd-catalysed allylic substitution of 1,3-diphenylallyl acetate with dimethyl malonate (up to 90% ee), sodium para -toluene sulfinate (up to 75% ee), pyrrolidine (up to 65% ee) and sodium diformylamide (up to 68% ee), as well as in the Rh-catalysed hydrogenation of dimethyl itaconate (up to 76% ee).
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Gavrilov K. N. et al. Enantioselective Pd-catalysed allylation with BINOL-derived monodentate phosphite and phosphoramidite ligands // Journal of Molecular Catalysis A Chemical. 2005. Vol. 231. No. 1-2. pp. 255-260.
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Gavrilov K. N., Lyubimov S. E., Zheglov S. V., Benetsky E. B., Davankov V. Enantioselective Pd-catalysed allylation with BINOL-derived monodentate phosphite and phosphoramidite ligands // Journal of Molecular Catalysis A Chemical. 2005. Vol. 231. No. 1-2. pp. 255-260.
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TY - JOUR
DO - 10.1016/j.molcata.2005.01.023
UR - https://doi.org/10.1016/j.molcata.2005.01.023
TI - Enantioselective Pd-catalysed allylation with BINOL-derived monodentate phosphite and phosphoramidite ligands
T2 - Journal of Molecular Catalysis A Chemical
AU - Gavrilov, Konstantin N.
AU - Lyubimov, Sergey E.
AU - Zheglov, Sergey V.
AU - Benetsky, E B
AU - Davankov, Vadim
PY - 2005
DA - 2005/04/01
PB - Elsevier
SP - 255-260
IS - 1-2
VL - 231
SN - 1381-1169
ER -
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@article{2005_Gavrilov,
author = {Konstantin N. Gavrilov and Sergey E. Lyubimov and Sergey V. Zheglov and E B Benetsky and Vadim Davankov},
title = {Enantioselective Pd-catalysed allylation with BINOL-derived monodentate phosphite and phosphoramidite ligands},
journal = {Journal of Molecular Catalysis A Chemical},
year = {2005},
volume = {231},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/j.molcata.2005.01.023},
number = {1-2},
pages = {255--260},
doi = {10.1016/j.molcata.2005.01.023}
}
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Gavrilov, Konstantin N., et al. “Enantioselective Pd-catalysed allylation with BINOL-derived monodentate phosphite and phosphoramidite ligands.” Journal of Molecular Catalysis A Chemical, vol. 231, no. 1-2, Apr. 2005, pp. 255-260. https://doi.org/10.1016/j.molcata.2005.01.023.
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