Organic Letters, volume 8, issue 20, pages 4401-4404
Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity
Publication type: Journal Article
Publication date: 2006-08-26
Journal:
Organic Letters
Q1
Q1
SJR: 1.245
CiteScore: 9.3
Impact factor: 4.9
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
New chiral catalyst systems were developed for the reaction of carbon dioxide with propylene oxide (PO) at atmospheric pressure to generate enantiomerically enriched propylene carbonate (PC). The best selectivity was achieved with a Co(III)(salen)-trifluoroacetyl complex and bis(triphenylphosphoranylidene)ammonium fluoride (PPN+F-) as catalysts, affording PC in 40% yield and 83% ee (selectivity factor = 19). In addition, PC was prepared for the first time by kinetic resolution of PO with tetrabutylammonium methyl carbonate (TBAMC, nBu4N+ (-)OOCOMe). With TBAMC as "activated CO2", up to 71% ee was obtained.
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GOST
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Berkessel A., Brandenburg M. Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity // Organic Letters. 2006. Vol. 8. No. 20. pp. 4401-4404.
GOST all authors (up to 50)
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Berkessel A., Brandenburg M. Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity // Organic Letters. 2006. Vol. 8. No. 20. pp. 4401-4404.
Cite this
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TY - JOUR
DO - 10.1021/ol061501d
UR - https://doi.org/10.1021/ol061501d
TI - Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity
T2 - Organic Letters
AU - Berkessel, Albrecht
AU - Brandenburg, Marc
PY - 2006
DA - 2006/08/26
PB - American Chemical Society (ACS)
SP - 4401-4404
IS - 20
VL - 8
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2006_Berkessel,
author = {Albrecht Berkessel and Marc Brandenburg},
title = {Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity},
journal = {Organic Letters},
year = {2006},
volume = {8},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/ol061501d},
number = {20},
pages = {4401--4404},
doi = {10.1021/ol061501d}
}
Cite this
MLA
Copy
Berkessel, Albrecht, and Marc Brandenburg. “Catalytic Asymmetric Addition of Carbon Dioxide to Propylene Oxide with Unprecedented Enantioselectivity.” Organic Letters, vol. 8, no. 20, Aug. 2006, pp. 4401-4404. https://doi.org/10.1021/ol061501d.