volume 352 issue 14-15 pages 2599-2610

Asymmetric Catalytic Reactions Using P*-Mono-, P*,N- and P*,P*-Bidentate Diamidophosphites with BINOL Backbones and 1,3,2-Diazaphospholidine Moieties: Differences in the Enantioselectivity

Eugenie A Rastorguev
Nikolay N Groshkin
Marina G Maksimova
Eduard B Benetsky
Vadim A Davankov
Manfred T. Reetz
Publication typeJournal Article
Publication date2010-09-15
scimago Q1
wos Q1
SJR0.930
CiteScore8.0
Impact factor4.0
ISSN16154150, 16154169
Abstract

A new series of P*‐chiral diamidophosphites with 1,3,2‐diazaphospholidine rings, based on (Sa)‐ or (Ra)‐BINOL and their easily accessible derivatives, has been synthesized for the first time and tested in asymmetric transition metal catalysis. Up to 99% ee was achieved in the rhodium‐catalyzed asymmetric hydrogenation of functionalized olefins and in the palladium‐catalyzed allylic substitution. The influence of the nature of the donor atoms and denticity on the asymmetric induction is discussed. In addition, the first example of a successful platinum‐catalyzed asymmetric allylic amination (up to 86% ee) with participation of organophosphorus ligands is considered.

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Gavrilov K. N. et al. Asymmetric Catalytic Reactions Using P*-Mono-, P*,N- and P*,P*-Bidentate Diamidophosphites with BINOL Backbones and 1,3,2-Diazaphospholidine Moieties: Differences in the Enantioselectivity // Advanced Synthesis and Catalysis. 2010. Vol. 352. No. 14-15. pp. 2599-2610.
GOST all authors (up to 50) Copy
Gavrilov K. N., Zheglov S. V., Rastorguev E. A., Groshkin N. N., Maksimova M. G., Benetsky E. B., Davankov V. A., Reetz M. T. Asymmetric Catalytic Reactions Using P*-Mono-, P*,N- and P*,P*-Bidentate Diamidophosphites with BINOL Backbones and 1,3,2-Diazaphospholidine Moieties: Differences in the Enantioselectivity // Advanced Synthesis and Catalysis. 2010. Vol. 352. No. 14-15. pp. 2599-2610.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/adsc.201000325
UR - https://onlinelibrary.wiley.com/doi/10.1002/adsc.201000325
TI - Asymmetric Catalytic Reactions Using P*-Mono-, P*,N- and P*,P*-Bidentate Diamidophosphites with BINOL Backbones and 1,3,2-Diazaphospholidine Moieties: Differences in the Enantioselectivity
T2 - Advanced Synthesis and Catalysis
AU - Gavrilov, Konstantin N
AU - Zheglov, Sergey V
AU - Rastorguev, Eugenie A
AU - Groshkin, Nikolay N
AU - Maksimova, Marina G
AU - Benetsky, Eduard B
AU - Davankov, Vadim A
AU - Reetz, Manfred T.
PY - 2010
DA - 2010/09/15
PB - Wiley
SP - 2599-2610
IS - 14-15
VL - 352
SN - 1615-4150
SN - 1615-4169
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2010_Gavrilov,
author = {Konstantin N Gavrilov and Sergey V Zheglov and Eugenie A Rastorguev and Nikolay N Groshkin and Marina G Maksimova and Eduard B Benetsky and Vadim A Davankov and Manfred T. Reetz},
title = {Asymmetric Catalytic Reactions Using P*-Mono-, P*,N- and P*,P*-Bidentate Diamidophosphites with BINOL Backbones and 1,3,2-Diazaphospholidine Moieties: Differences in the Enantioselectivity},
journal = {Advanced Synthesis and Catalysis},
year = {2010},
volume = {352},
publisher = {Wiley},
month = {sep},
url = {https://onlinelibrary.wiley.com/doi/10.1002/adsc.201000325},
number = {14-15},
pages = {2599--2610},
doi = {10.1002/adsc.201000325}
}
MLA
Cite this
MLA Copy
Gavrilov, Konstantin N., et al. “Asymmetric Catalytic Reactions Using P*-Mono-, P*,N- and P*,P*-Bidentate Diamidophosphites with BINOL Backbones and 1,3,2-Diazaphospholidine Moieties: Differences in the Enantioselectivity.” Advanced Synthesis and Catalysis, vol. 352, no. 14-15, Sep. 2010, pp. 2599-2610. https://onlinelibrary.wiley.com/doi/10.1002/adsc.201000325.