Enantioselective Friedel−Crafts Alkylation Reactions Catalyzed by a Chiral Nonracemic C2-Symmetric 2,2‘-Bipyridyl Copper(II) Complex
Тип публикации: Journal Article
Дата публикации: 2005-02-10
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
PubMed ID:
15727470
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
Enantioselective Friedel-Crafts alkylation reactions of a series of substituted indoles with methyl trifluoropyruvate, catalyzed by a chiral nonracemic C(2)-symmetric 2,2'-bipyridyl copper(II) triflate complex, are described. The corresponding 3,3,3-trifluoro-2-hydroxy-2-indole-3-yl-propionic acid methyl esters were formed in good yield and in high enantiomeric excess (up to 90%). This is the first report of the use of a chiral nonracemic 2,2'-bipyridyl ligand in catalytic and enantioselective Friedel-Crafts alkylation reactions. The structural characterization of a copper(II) chloride complex of the chiral 2,2'-bipyridyl ligand by X-ray crystallography is also presented. [reaction: see text]
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Lyle M. P. A., Draper N. D., Wilson P. Enantioselective Friedel−Crafts Alkylation Reactions Catalyzed by a Chiral Nonracemic C2-Symmetric 2,2‘-Bipyridyl Copper(II) Complex // Organic Letters. 2005. Vol. 7. No. 5. pp. 901-904.
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Lyle M. P. A., Draper N. D., Wilson P. Enantioselective Friedel−Crafts Alkylation Reactions Catalyzed by a Chiral Nonracemic C2-Symmetric 2,2‘-Bipyridyl Copper(II) Complex // Organic Letters. 2005. Vol. 7. No. 5. pp. 901-904.
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TY - JOUR
DO - 10.1021/ol050075d
UR - https://doi.org/10.1021/ol050075d
TI - Enantioselective Friedel−Crafts Alkylation Reactions Catalyzed by a Chiral Nonracemic C2-Symmetric 2,2‘-Bipyridyl Copper(II) Complex
T2 - Organic Letters
AU - Lyle, Michael P A
AU - Draper, Neil D.
AU - Wilson, Peter
PY - 2005
DA - 2005/02/10
PB - American Chemical Society (ACS)
SP - 901-904
IS - 5
VL - 7
PMID - 15727470
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2005_Lyle,
author = {Michael P A Lyle and Neil D. Draper and Peter Wilson},
title = {Enantioselective Friedel−Crafts Alkylation Reactions Catalyzed by a Chiral Nonracemic C2-Symmetric 2,2‘-Bipyridyl Copper(II) Complex},
journal = {Organic Letters},
year = {2005},
volume = {7},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/ol050075d},
number = {5},
pages = {901--904},
doi = {10.1021/ol050075d}
}
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Lyle, Michael P. A., et al. “Enantioselective Friedel−Crafts Alkylation Reactions Catalyzed by a Chiral Nonracemic C2-Symmetric 2,2‘-Bipyridyl Copper(II) Complex.” Organic Letters, vol. 7, no. 5, Feb. 2005, pp. 901-904. https://doi.org/10.1021/ol050075d.