Cross metathesis of (-)-β-pinene, (-)-limonene and terpenoids derived from limonene with internal olefins
Luciana Sarmento Fernandes
1, 2
,
Dalmo Mandelli
1
,
Wagner A Carvalho
1
,
Elsa Caytan
3
,
C. Fischmeister
3
,
Christian Bruneau
3
Publication type: Journal Article
Publication date: 2021-08-01
scimago Q2
wos Q2
SJR: 1.000
CiteScore: 8.6
Impact factor: 4.8
ISSN: 0926860X, 18733875
Catalysis
Process Chemistry and Technology
Abstract
• Cross metathesis of bio-sourced sterically hindered cyclic terpenes and terpenoids with internal (functional) olefins. • Ruthenium-catalyzed olefin metathesis. • Green chemistry: catalytic transformations of abundant natural products. • High regio- and stereoselectivity. The straightforward functionalization of sterically demanding α,α-disubstituted double bonds of β-pinene, (-)-limonene and (-)-limonene terpenoids has been achieved via cross metathesis with internal olefins. The reactions are catalyzed by second generation ruthenium catalysts in dimethyl carbonate as green solvent or under neat conditions. This transformation provides a clean process for the access to functionalized bulky cyclic terpenes where the terminal double bond generates a trisubstituted olefin.
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Metrics
9
Total citations:
9
Citations from 2024:
3
(33.33%)
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GOST
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Sarmento Fernandes L. et al. Cross metathesis of (-)-β-pinene, (-)-limonene and terpenoids derived from limonene with internal olefins // Applied Catalysis A: General. 2021. Vol. 623. p. 118284.
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Sarmento Fernandes L., Mandelli D., Carvalho W. A., Caytan E., Fischmeister C., Bruneau C. Cross metathesis of (-)-β-pinene, (-)-limonene and terpenoids derived from limonene with internal olefins // Applied Catalysis A: General. 2021. Vol. 623. p. 118284.
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RIS
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TY - JOUR
DO - 10.1016/j.apcata.2021.118284
UR - https://doi.org/10.1016/j.apcata.2021.118284
TI - Cross metathesis of (-)-β-pinene, (-)-limonene and terpenoids derived from limonene with internal olefins
T2 - Applied Catalysis A: General
AU - Sarmento Fernandes, Luciana
AU - Mandelli, Dalmo
AU - Carvalho, Wagner A
AU - Caytan, Elsa
AU - Fischmeister, C.
AU - Bruneau, Christian
PY - 2021
DA - 2021/08/01
PB - Elsevier
SP - 118284
VL - 623
SN - 0926-860X
SN - 1873-3875
ER -
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BibTex (up to 50 authors)
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@article{2021_Sarmento Fernandes,
author = {Luciana Sarmento Fernandes and Dalmo Mandelli and Wagner A Carvalho and Elsa Caytan and C. Fischmeister and Christian Bruneau},
title = {Cross metathesis of (-)-β-pinene, (-)-limonene and terpenoids derived from limonene with internal olefins},
journal = {Applied Catalysis A: General},
year = {2021},
volume = {623},
publisher = {Elsevier},
month = {aug},
url = {https://doi.org/10.1016/j.apcata.2021.118284},
pages = {118284},
doi = {10.1016/j.apcata.2021.118284}
}