volume 65 issue 9 pages 2278-2285

Chiral amido- and diamidophosphites with a peripheral pyridine ring in Pd-catalyzed asymmetric allylation

Publication typeJournal Article
Publication date2016-09-01
scimago Q3
SJR0.305
CiteScore2.8
Impact factor
ISSN10665285, 15739171
General Chemistry
Abstract
New chiral amidophosphite and diamidophosphite ligands with exocyclic pyridyl-containing substituents were obtained. Their efficiency in the Pd-catalyzed enantioselective allylic substitution was compared: in the sulfonylation of (E)-1,3-diphenylallyl acetate with sodium p-toluenesulfinate, the ee can reach 77%; its alkylation with dimethyl malonate and amination with pyrrolidine gave up to 80% and 74% ee, respectively. The asymmetric alkylation of cinnamyl acetate with ethyl 2-oxocyclohexanecarboxylate can provide to 68% ee. The complexation of zinc(ii) 5,10,15,20-tetraphenylporphyrinate with diamidophosphite ligand and its influence on conversion and enantioselectivity of the process were studied.
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Gavrilov K. et al. Chiral amido- and diamidophosphites with a peripheral pyridine ring in Pd-catalyzed asymmetric allylation // Russian Chemical Bulletin. 2016. Vol. 65. No. 9. pp. 2278-2285.
GOST all authors (up to 50) Copy
Gavrilov K., Zheglov S. V., Novikov I. M., Gavrilov V. K., Zamilatskov I. A., Mikhel I. S. Chiral amido- and diamidophosphites with a peripheral pyridine ring in Pd-catalyzed asymmetric allylation // Russian Chemical Bulletin. 2016. Vol. 65. No. 9. pp. 2278-2285.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1007/s11172-016-1578-6
UR - http://link.springer.com/10.1007/s11172-016-1578-6
TI - Chiral amido- and diamidophosphites with a peripheral pyridine ring in Pd-catalyzed asymmetric allylation
T2 - Russian Chemical Bulletin
AU - Gavrilov, K.N
AU - Zheglov, S V
AU - Novikov, I M
AU - Gavrilov, V K
AU - Zamilatskov, I A
AU - Mikhel, I S
PY - 2016
DA - 2016/09/01
PB - Springer Nature
SP - 2278-2285
IS - 9
VL - 65
SN - 1066-5285
SN - 1573-9171
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Gavrilov,
author = {K.N Gavrilov and S V Zheglov and I M Novikov and V K Gavrilov and I A Zamilatskov and I S Mikhel},
title = {Chiral amido- and diamidophosphites with a peripheral pyridine ring in Pd-catalyzed asymmetric allylation},
journal = {Russian Chemical Bulletin},
year = {2016},
volume = {65},
publisher = {Springer Nature},
month = {sep},
url = {http://link.springer.com/10.1007/s11172-016-1578-6},
number = {9},
pages = {2278--2285},
doi = {10.1007/s11172-016-1578-6}
}
MLA
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MLA Copy
Gavrilov, K.N, et al. “Chiral amido- and diamidophosphites with a peripheral pyridine ring in Pd-catalyzed asymmetric allylation.” Russian Chemical Bulletin, vol. 65, no. 9, Sep. 2016, pp. 2278-2285. http://link.springer.com/10.1007/s11172-016-1578-6.