Asymmetric Total Synthesis of (S)-(+)-Cocaine and the First Synthesis of Cocaine C-1 Analogs from N-Sulfinyl β-Amino Ester Ketals
Publication type: Journal Article
Publication date: 2010-08-23
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
20731370
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Sulfinimine-derived α,β-unsaturated pyrrolidine nitrones, on heating with Al(O-t-Bu)(3), undergo a highly stereoselective intramolecular [3 + 2] cycloaddition to give tricyclic isoxazolidines, which are transformed in three-steps to give C-1 substituted cocaine analogs.
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42
Total citations:
42
Citations from 2024:
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(7.14%)
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GOST
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Davis F. A., Theddu N., Edupuganti R. Asymmetric Total Synthesis of (S)-(+)-Cocaine and the First Synthesis of Cocaine C-1 Analogs from N-Sulfinyl β-Amino Ester Ketals // Organic Letters. 2010. Vol. 12. No. 18. pp. 4118-4121.
GOST all authors (up to 50)
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Davis F. A., Theddu N., Edupuganti R. Asymmetric Total Synthesis of (S)-(+)-Cocaine and the First Synthesis of Cocaine C-1 Analogs from N-Sulfinyl β-Amino Ester Ketals // Organic Letters. 2010. Vol. 12. No. 18. pp. 4118-4121.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol1017118
UR - https://doi.org/10.1021/ol1017118
TI - Asymmetric Total Synthesis of (S)-(+)-Cocaine and the First Synthesis of Cocaine C-1 Analogs from N-Sulfinyl β-Amino Ester Ketals
T2 - Organic Letters
AU - Davis, Franklin A.
AU - Theddu, Naresh
AU - Edupuganti, Ram
PY - 2010
DA - 2010/08/23
PB - American Chemical Society (ACS)
SP - 4118-4121
IS - 18
VL - 12
PMID - 20731370
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2010_Davis,
author = {Franklin A. Davis and Naresh Theddu and Ram Edupuganti},
title = {Asymmetric Total Synthesis of (S)-(+)-Cocaine and the First Synthesis of Cocaine C-1 Analogs from N-Sulfinyl β-Amino Ester Ketals},
journal = {Organic Letters},
year = {2010},
volume = {12},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/ol1017118},
number = {18},
pages = {4118--4121},
doi = {10.1021/ol1017118}
}
Cite this
MLA
Copy
Davis, Franklin A., et al. “Asymmetric Total Synthesis of (S)-(+)-Cocaine and the First Synthesis of Cocaine C-1 Analogs from N-Sulfinyl β-Amino Ester Ketals.” Organic Letters, vol. 12, no. 18, Aug. 2010, pp. 4118-4121. https://doi.org/10.1021/ol1017118.