Organocatalytic Sequential α-Amination/Corey–Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives
Publication type: Journal Article
Publication date: 2012-05-04
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
22559160
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A tandem reaction of in situ generated α-amino aldehydes with dimethyloxosulfonium methylide under Corey-Chaykovsky reaction conditions proceeds efficiently to give 4-hydroxypyrazolidine derivatives in high yields with excellent enantio- and diastereoselectivities. This organocatalytic sequential method provides for the efficient synthesis of anti-1,2-aminoalcohols, structural subunits present in several bioactive molecules as well.
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35
Total citations:
35
Citations from 2025:
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Kumar B. S., Venkataramasubramanian V., Sudalai A. Organocatalytic Sequential α-Amination/Corey–Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives // Organic Letters. 2012. Vol. 14. No. 10. pp. 2468-2471.
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Kumar B. S., Venkataramasubramanian V., Sudalai A. Organocatalytic Sequential α-Amination/Corey–Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives // Organic Letters. 2012. Vol. 14. No. 10. pp. 2468-2471.
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TY - JOUR
DO - 10.1021/ol300739b
UR - https://doi.org/10.1021/ol300739b
TI - Organocatalytic Sequential α-Amination/Corey–Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives
T2 - Organic Letters
AU - Kumar, B. Senthil
AU - Venkataramasubramanian, V
AU - Sudalai, Arumugam
PY - 2012
DA - 2012/05/04
PB - American Chemical Society (ACS)
SP - 2468-2471
IS - 10
VL - 14
PMID - 22559160
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
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@article{2012_Kumar,
author = {B. Senthil Kumar and V Venkataramasubramanian and Arumugam Sudalai},
title = {Organocatalytic Sequential α-Amination/Corey–Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives},
journal = {Organic Letters},
year = {2012},
volume = {14},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/ol300739b},
number = {10},
pages = {2468--2471},
doi = {10.1021/ol300739b}
}
Cite this
MLA
Copy
Kumar, B. Senthil, et al. “Organocatalytic Sequential α-Amination/Corey–Chaykovsky Reaction of Aldehydes: A High Yield Synthesis of 4-Hydroxypyrazolidine Derivatives.” Organic Letters, vol. 14, no. 10, May. 2012, pp. 2468-2471. https://doi.org/10.1021/ol300739b.