volume 22 issue 8 pages 3104-3109

Overturning the Peribysin Family Natural Products Isolated from Periconia byssoides OUPS-N133: Synthesis and Stereochemical Revision of Peribysins A, B, C, F, and G

Paresh R Athawale 1, 2
Hanuman P. Kalmode 1, 2
Zenia Motiwala 2, 3
Kiran A. Kulkarni 2, 3
Dumbala Srinivasa Reddy 1, 2
Publication typeJournal Article
Publication date2020-04-07
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Herein we report the stereochemical revision of peribysins A, B, C, F, and G, guided by enantiospecific total synthesis starting from (+)-nootkatone. Furthermore, we reconfirmed the absolute stereochemistry of peribysin Q. The highlights of the synthesis are enone transposition and kinetic iodination resulting in separation of diastereomers. Our findings coupled with synthetic and biological data previously reported by Danishefsky's group suggest that the original stereochemistries of peribysins A, B, C, F, and G were misassigned.
Found 
Found 

Top-30

Journals

1
2
3
Organic Letters
3 publications, 20%
Journal of Organic Chemistry
2 publications, 13.33%
Natural Product Reports
2 publications, 13.33%
Journal of Natural Products
2 publications, 13.33%
Scientia Pharmaceutica
1 publication, 6.67%
Marine Drugs
1 publication, 6.67%
Bulletin of the Chemical Society of Japan
1 publication, 6.67%
Journal of Agricultural and Food Chemistry
1 publication, 6.67%
Organic and Biomolecular Chemistry
1 publication, 6.67%
Chinese Chemical Letters
1 publication, 6.67%
1
2
3

Publishers

1
2
3
4
5
6
7
8
American Chemical Society (ACS)
8 publications, 53.33%
Royal Society of Chemistry (RSC)
3 publications, 20%
MDPI
2 publications, 13.33%
Oxford University Press
1 publication, 6.67%
Elsevier
1 publication, 6.67%
1
2
3
4
5
6
7
8
  • 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
15
Share
Cite this
GOST |
Cite this
GOST Copy
Athawale P. R. et al. Overturning the Peribysin Family Natural Products Isolated from Periconia byssoides OUPS-N133: Synthesis and Stereochemical Revision of Peribysins A, B, C, F, and G // Organic Letters. 2020. Vol. 22. No. 8. pp. 3104-3109.
GOST all authors (up to 50) Copy
Athawale P. R., P. Kalmode H., Motiwala Z., Kulkarni K. A., Reddy D. S. Overturning the Peribysin Family Natural Products Isolated from Periconia byssoides OUPS-N133: Synthesis and Stereochemical Revision of Peribysins A, B, C, F, and G // Organic Letters. 2020. Vol. 22. No. 8. pp. 3104-3109.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.0c00857
UR - https://doi.org/10.1021/acs.orglett.0c00857
TI - Overturning the Peribysin Family Natural Products Isolated from Periconia byssoides OUPS-N133: Synthesis and Stereochemical Revision of Peribysins A, B, C, F, and G
T2 - Organic Letters
AU - Athawale, Paresh R
AU - P. Kalmode, Hanuman
AU - Motiwala, Zenia
AU - Kulkarni, Kiran A.
AU - Reddy, Dumbala Srinivasa
PY - 2020
DA - 2020/04/07
PB - American Chemical Society (ACS)
SP - 3104-3109
IS - 8
VL - 22
PMID - 32255356
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Athawale,
author = {Paresh R Athawale and Hanuman P. Kalmode and Zenia Motiwala and Kiran A. Kulkarni and Dumbala Srinivasa Reddy},
title = {Overturning the Peribysin Family Natural Products Isolated from Periconia byssoides OUPS-N133: Synthesis and Stereochemical Revision of Peribysins A, B, C, F, and G},
journal = {Organic Letters},
year = {2020},
volume = {22},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.orglett.0c00857},
number = {8},
pages = {3104--3109},
doi = {10.1021/acs.orglett.0c00857}
}
MLA
Cite this
MLA Copy
Athawale, Paresh R., et al. “Overturning the Peribysin Family Natural Products Isolated from Periconia byssoides OUPS-N133: Synthesis and Stereochemical Revision of Peribysins A, B, C, F, and G.” Organic Letters, vol. 22, no. 8, Apr. 2020, pp. 3104-3109. https://doi.org/10.1021/acs.orglett.0c00857.