American Chemical Society (ACS)
Journal of Organic Chemistry
,  volume 81 ,  issue 6 ,  pages 2612-2617

Remote Stereoinductive Intramolecular Nitrile Oxide Cycloaddition: Asymmetric Total Synthesis and Structure Revision of (−)-11β-Hydroxycurvularin

Publication type: Journal Article
Publication date: 2016-02-29
American Chemical Society (ACS)
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
The first total synthesis and structure revision of (-)-11β-hydroxycurvularin (1b), a macrolide possessing a β-hydroxyketone moiety, were accomplished. The β-hydroxyketone moiety in this natural product was introduced by cleavage of the N-O bond in an isoxazoline ring that was formed diastereoselectively in a 1,5-remote stereocontrolled fashion by employing intramolecular nitrile oxide cycloaddition.
Found 
Found 

Top-30

Journals

1
2
Molecules
Molecules, 2, 10%
Molecules
2 publications, 10%
Advanced Synthesis and Catalysis
Advanced Synthesis and Catalysis, 1, 5%
Advanced Synthesis and Catalysis
1 publication, 5%
Materials
Materials, 1, 5%
Materials
1 publication, 5%
Tetrahedron
Tetrahedron, 1, 5%
Tetrahedron
1 publication, 5%
Tetrahedron Letters
Tetrahedron Letters, 1, 5%
Tetrahedron Letters
1 publication, 5%
Propellants, Explosives, Pyrotechnics
Propellants, Explosives, Pyrotechnics, 1, 5%
Propellants, Explosives, Pyrotechnics
1 publication, 5%
Chemistry - A European Journal
Chemistry - A European Journal, 1, 5%
Chemistry - A European Journal
1 publication, 5%
Organic Letters
Organic Letters, 1, 5%
Organic Letters
1 publication, 5%
ACS Central Science
ACS Central Science, 1, 5%
ACS Central Science
1 publication, 5%
Green Chemistry
Green Chemistry, 1, 5%
Green Chemistry
1 publication, 5%
RSC Advances
RSC Advances, 1, 5%
RSC Advances
1 publication, 5%
Natural Product Reports
Natural Product Reports, 1, 5%
Natural Product Reports
1 publication, 5%
Chemical Communications
Chemical Communications, 1, 5%
Chemical Communications
1 publication, 5%
Polish Journal of Chemical Technology
Polish Journal of Chemical Technology, 1, 5%
Polish Journal of Chemical Technology
1 publication, 5%
Bulletin of the Korean Chemical Society
Bulletin of the Korean Chemical Society, 1, 5%
Bulletin of the Korean Chemical Society
1 publication, 5%
Acta Crystallographica Section E: Crystallographic Communications
Acta Crystallographica Section E: Crystallographic Communications, 1, 5%
Acta Crystallographica Section E: Crystallographic Communications
1 publication, 5%
Organic Reaction Mechanisms
Organic Reaction Mechanisms, 1, 5%
Organic Reaction Mechanisms
1 publication, 5%
Russian Journal of Organic Chemistry
Russian Journal of Organic Chemistry, 1, 5%
Russian Journal of Organic Chemistry
1 publication, 5%
Polymer Science - Series B
Polymer Science - Series B, 1, 5%
Polymer Science - Series B
1 publication, 5%
1
2

Publishers

1
2
3
4
5
Wiley
Wiley, 5, 25%
Wiley
5 publications, 25%
Royal Society of Chemistry (RSC)
Royal Society of Chemistry (RSC), 4, 20%
Royal Society of Chemistry (RSC)
4 publications, 20%
MDPI
MDPI, 3, 15%
MDPI
3 publications, 15%
Elsevier
Elsevier, 2, 10%
Elsevier
2 publications, 10%
American Chemical Society (ACS)
American Chemical Society (ACS), 2, 10%
American Chemical Society (ACS)
2 publications, 10%
Pleiades Publishing
Pleiades Publishing, 2, 10%
Pleiades Publishing
2 publications, 10%
Walter de Gruyter
Walter de Gruyter, 1, 5%
Walter de Gruyter
1 publication, 5%
International Union of Crystallography (IUCr)
International Union of Crystallography (IUCr), 1, 5%
International Union of Crystallography (IUCr)
1 publication, 5%
1
2
3
4
5
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
20
Share
Cite this
GOST |
Cite this
GOST Copy
Choe H. et al. Remote Stereoinductive Intramolecular Nitrile Oxide Cycloaddition: Asymmetric Total Synthesis and Structure Revision of (−)-11β-Hydroxycurvularin // Journal of Organic Chemistry. 2016. Vol. 81. No. 6. pp. 2612-2617.
GOST all authors (up to 50) Copy
Choe H., Pham T. T., Lee J. Y., Abdel Latif M. M., Park H., Kang Y. M., Lee J. Remote Stereoinductive Intramolecular Nitrile Oxide Cycloaddition: Asymmetric Total Synthesis and Structure Revision of (−)-11β-Hydroxycurvularin // Journal of Organic Chemistry. 2016. Vol. 81. No. 6. pp. 2612-2617.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.joc.5b02760
UR - https://doi.org/10.1021/acs.joc.5b02760
TI - Remote Stereoinductive Intramolecular Nitrile Oxide Cycloaddition: Asymmetric Total Synthesis and Structure Revision of (−)-11β-Hydroxycurvularin
T2 - Journal of Organic Chemistry
AU - Choe, Hyeonjeong
AU - Pham, Thuy Trang
AU - Lee, Joo Yun
AU - Abdel Latif, Muhammad M.
AU - Park, Haeil
AU - Kang, Young Mook
AU - Lee, Jongkook
PY - 2016
DA - 2016/02/29
PB - American Chemical Society (ACS)
SP - 2612-2617
IS - 6
VL - 81
PMID - 26894643
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2016_Choe,
author = {Hyeonjeong Choe and Thuy Trang Pham and Joo Yun Lee and Muhammad M. Abdel Latif and Haeil Park and Young Mook Kang and Jongkook Lee},
title = {Remote Stereoinductive Intramolecular Nitrile Oxide Cycloaddition: Asymmetric Total Synthesis and Structure Revision of (−)-11β-Hydroxycurvularin},
journal = {Journal of Organic Chemistry},
year = {2016},
volume = {81},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.joc.5b02760},
number = {6},
pages = {2612--2617},
doi = {10.1021/acs.joc.5b02760}
}
MLA
Cite this
MLA Copy
Choe, Hyeonjeong, et al. “Remote Stereoinductive Intramolecular Nitrile Oxide Cycloaddition: Asymmetric Total Synthesis and Structure Revision of (−)-11β-Hydroxycurvularin.” Journal of Organic Chemistry, vol. 81, no. 6, Feb. 2016, pp. 2612-2617. https://doi.org/10.1021/acs.joc.5b02760.