Au(I)-Catalyzed Ring Expanding Cycloisomerizations: Total Synthesis of Ventricosene
Publication type: Journal Article
Publication date: 2008-08-30
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
18759435
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The gold(I)-catalyzed cycloisomerization of enynes containing an embedded cyclopropane unit leads selectively to the formation of ring systems containing the cyclopropylmethyl cation. A subsequent Wagner-Merwein shift provides diastereomerically pure fused cyclobutanes. The utility of this methodology for the rapid assembly of polycyclic ring systems is illustrated by the total synthesis of the angular triquinane ventricosene.
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169
Total citations:
169
Citations from 2024:
6
(3%)
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GOST
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Sethofer S. G. et al. Au(I)-Catalyzed Ring Expanding Cycloisomerizations: Total Synthesis of Ventricosene // Organic Letters. 2008. Vol. 10. No. 19. pp. 4315-4318.
GOST all authors (up to 50)
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Sethofer S. G., Staben S. T., Hung O. Y., Toste F. D. Au(I)-Catalyzed Ring Expanding Cycloisomerizations: Total Synthesis of Ventricosene // Organic Letters. 2008. Vol. 10. No. 19. pp. 4315-4318.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol801760w
UR - https://doi.org/10.1021/ol801760w
TI - Au(I)-Catalyzed Ring Expanding Cycloisomerizations: Total Synthesis of Ventricosene
T2 - Organic Letters
AU - Sethofer, Steven G.
AU - Staben, Steven T
AU - Hung, Olivia Y
AU - Toste, F. Dean
PY - 2008
DA - 2008/08/30
PB - American Chemical Society (ACS)
SP - 4315-4318
IS - 19
VL - 10
PMID - 18759435
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2008_Sethofer,
author = {Steven G. Sethofer and Steven T Staben and Olivia Y Hung and F. Dean Toste},
title = {Au(I)-Catalyzed Ring Expanding Cycloisomerizations: Total Synthesis of Ventricosene},
journal = {Organic Letters},
year = {2008},
volume = {10},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/ol801760w},
number = {19},
pages = {4315--4318},
doi = {10.1021/ol801760w}
}
Cite this
MLA
Copy
Sethofer, Steven G., et al. “Au(I)-Catalyzed Ring Expanding Cycloisomerizations: Total Synthesis of Ventricosene.” Organic Letters, vol. 10, no. 19, Aug. 2008, pp. 4315-4318. https://doi.org/10.1021/ol801760w.