Synthesis of Nicotine Derivatives via Reductive Disilylation of (S)-Nicotine
Publication type: Journal Article
Publication date: 2005-12-22
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
16408869
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
[reaction: see text] A variety of novel nicotine derivatives were prepared via reductive disilylation of (S)-nicotine. Treatment of nicotine with lithium powder and chlorotrimethylsilane afforded 1,4-bis(trimethylsilyl)-1,4-dihydronicotine in high yield. Addition of various carbonyl electrophiles and a catalytic amount of TBAF provided either C-5 substituted nicotines or 1,4-dihydronicotine derivatives.
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Total citations:
24
Citations from 2024:
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(12.5%)
Cite this
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MLA
Cite this
GOST
Copy
Smith E. D., Février F. C., Comins D. L. Synthesis of Nicotine Derivatives via Reductive Disilylation of (S)-Nicotine // Organic Letters. 2005. Vol. 8. No. 2. pp. 179-182.
GOST all authors (up to 50)
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Smith E. D., Février F. C., Comins D. L. Synthesis of Nicotine Derivatives via Reductive Disilylation of (S)-Nicotine // Organic Letters. 2005. Vol. 8. No. 2. pp. 179-182.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol052099q
UR - https://doi.org/10.1021/ol052099q
TI - Synthesis of Nicotine Derivatives via Reductive Disilylation of (S)-Nicotine
T2 - Organic Letters
AU - Smith, Emilie D
AU - Février, Florence C
AU - Comins, Daniel L.
PY - 2005
DA - 2005/12/22
PB - American Chemical Society (ACS)
SP - 179-182
IS - 2
VL - 8
PMID - 16408869
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2005_Smith,
author = {Emilie D Smith and Florence C Février and Daniel L. Comins},
title = {Synthesis of Nicotine Derivatives via Reductive Disilylation of (S)-Nicotine},
journal = {Organic Letters},
year = {2005},
volume = {8},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/ol052099q},
number = {2},
pages = {179--182},
doi = {10.1021/ol052099q}
}
Cite this
MLA
Copy
Smith, Emilie D., et al. “Synthesis of Nicotine Derivatives via Reductive Disilylation of (S)-Nicotine.” Organic Letters, vol. 8, no. 2, Dec. 2005, pp. 179-182. https://doi.org/10.1021/ol052099q.