The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines
Ramana R Mittapalli
1
,
Sebastien J J Guesné
2
,
Robert J. Parker
2
,
Wim T. Klooster
3
,
S. J. Coles
3
,
John Skidmore
4
,
Adrian P. Dobbs
1
Publication type: Journal Article
Publication date: 2018-12-28
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
30592613
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The design and development of the first asymmetric aza-silyl-Prins reaction is reported, giving rise to valuable and diverse piperidines and pipecolic acid derivatives in both high yields and as single enantiomers. The creation of a novel chiral auxiliary-homoallylic amine for the aza-silyl-Prins reaction is essential to its success.
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18
Total citations:
18
Citations from 2024:
6
(35.29%)
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GOST
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Mittapalli R. R. et al. The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines // Organic Letters. 2018. Vol. 21. No. 2. pp. 350-355.
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Mittapalli R. R., Guesné S. J. J., Parker R. J., Klooster W. T., Coles S. J., Skidmore J., Dobbs A. P. The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines // Organic Letters. 2018. Vol. 21. No. 2. pp. 350-355.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.8b03283
UR - https://doi.org/10.1021/acs.orglett.8b03283
TI - The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines
T2 - Organic Letters
AU - Mittapalli, Ramana R
AU - Guesné, Sebastien J J
AU - Parker, Robert J.
AU - Klooster, Wim T.
AU - Coles, S. J.
AU - Skidmore, John
AU - Dobbs, Adrian P.
PY - 2018
DA - 2018/12/28
PB - American Chemical Society (ACS)
SP - 350-355
IS - 2
VL - 21
PMID - 30592613
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2018_Mittapalli,
author = {Ramana R Mittapalli and Sebastien J J Guesné and Robert J. Parker and Wim T. Klooster and S. J. Coles and John Skidmore and Adrian P. Dobbs},
title = {The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines},
journal = {Organic Letters},
year = {2018},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.orglett.8b03283},
number = {2},
pages = {350--355},
doi = {10.1021/acs.orglett.8b03283}
}
Cite this
MLA
Copy
Mittapalli, Ramana R., et al. “The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines.” Organic Letters, vol. 21, no. 2, Dec. 2018, pp. 350-355. https://doi.org/10.1021/acs.orglett.8b03283.