Total Synthesis of Repraesentin F and Configuration Reassignment by a Gold(I)-Catalyzed Cyclization Cascade
1
Publication type: Journal Article
Publication date: 2018-09-10
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
30198722
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The first total synthesis of repraesentin F has been accomplished by a highly diastereoselective gold(I)-catalyzed cyclization cascade as the key step. This cycloisomerization/Prins-type tandem transformation enabled direct access to the atypical tricyclic carbon skeleton of the natural product with the required syn/ anti/ syn ring fusion. This synthetic effort also allowed reassignment of the relative configuration of repraesentin F and determination of its absolute configuration.
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Metrics
31
Total citations:
31
Citations from 2024:
7
(22.58%)
Cite this
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MLA
Cite this
GOST
Copy
Ferrer S. et al. Total Synthesis of Repraesentin F and Configuration Reassignment by a Gold(I)-Catalyzed Cyclization Cascade // Organic Letters. 2018. Vol. 20. No. 18. pp. 5784-5788.
GOST all authors (up to 50)
Copy
Ferrer S., Echavarren A. M. Total Synthesis of Repraesentin F and Configuration Reassignment by a Gold(I)-Catalyzed Cyclization Cascade // Organic Letters. 2018. Vol. 20. No. 18. pp. 5784-5788.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.8b02478
UR - https://doi.org/10.1021/acs.orglett.8b02478
TI - Total Synthesis of Repraesentin F and Configuration Reassignment by a Gold(I)-Catalyzed Cyclization Cascade
T2 - Organic Letters
AU - Ferrer, Sofia
AU - Echavarren, Antonio M.
PY - 2018
DA - 2018/09/10
PB - American Chemical Society (ACS)
SP - 5784-5788
IS - 18
VL - 20
PMID - 30198722
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Ferrer,
author = {Sofia Ferrer and Antonio M. Echavarren},
title = {Total Synthesis of Repraesentin F and Configuration Reassignment by a Gold(I)-Catalyzed Cyclization Cascade},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.orglett.8b02478},
number = {18},
pages = {5784--5788},
doi = {10.1021/acs.orglett.8b02478}
}
Cite this
MLA
Copy
Ferrer, Sofia, et al. “Total Synthesis of Repraesentin F and Configuration Reassignment by a Gold(I)-Catalyzed Cyclization Cascade.” Organic Letters, vol. 20, no. 18, Sep. 2018, pp. 5784-5788. https://doi.org/10.1021/acs.orglett.8b02478.