volume 23 issue 21 pages 8385-8389

Unexpected Domino Silyl-Prins/Aryl Migration Process from Geminal Vinylsilyl Alcohols

Publication typeJournal Article
Publication date2021-10-07
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The silyl-Prins cyclization of geminal vinylsilyl alcohols and aldehydes, promoted by TMSOTf, provides access to polysubstituted tetrahydropyrans in which the silyl group remains in the molecule and an aryl group has migrated from silicon to carbon. This domino silyl-Prins/aryl migration process is general and high-yielding for aryl, vinyl, or alkyl aldehydes. Moreover, cyclization proceeds with very high stereocontrol in a one-pot reaction in which both quaternary and tertiary stereogenic centers have been created.
Found 
Found 

Top-30

Journals

1
2
Advanced Synthesis and Catalysis
2 publications, 12.5%
Molecules
1 publication, 6.25%
Journal of Organic Chemistry
1 publication, 6.25%
Progress in Heterocyclic Chemistry
1 publication, 6.25%
RSC Advances
1 publication, 6.25%
Asian Journal of Organic Chemistry
1 publication, 6.25%
Organic Letters
1 publication, 6.25%
Synlett
1 publication, 6.25%
Russian Chemical Reviews
1 publication, 6.25%
Organic Reaction Mechanisms
1 publication, 6.25%
Archives of Biochemistry and Biophysics
1 publication, 6.25%
Organic Chemistry Frontiers
1 publication, 6.25%
Angewandte Chemie - International Edition
1 publication, 6.25%
Angewandte Chemie
1 publication, 6.25%
Advances in Heterocyclic Chemistry
1 publication, 6.25%
1
2

Publishers

1
2
3
4
5
6
Wiley
6 publications, 37.5%
Elsevier
3 publications, 18.75%
American Chemical Society (ACS)
2 publications, 12.5%
Royal Society of Chemistry (RSC)
2 publications, 12.5%
MDPI
1 publication, 6.25%
Georg Thieme Verlag KG
1 publication, 6.25%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 6.25%
1
2
3
4
5
6
  • 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
16
Share
Cite this
GOST |
Cite this
GOST Copy
Díez Poza C., Barbero A. Unexpected Domino Silyl-Prins/Aryl Migration Process from Geminal Vinylsilyl Alcohols // Organic Letters. 2021. Vol. 23. No. 21. pp. 8385-8389.
GOST all authors (up to 50) Copy
Díez Poza C., Barbero A. Unexpected Domino Silyl-Prins/Aryl Migration Process from Geminal Vinylsilyl Alcohols // Organic Letters. 2021. Vol. 23. No. 21. pp. 8385-8389.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.1c03121
UR - https://doi.org/10.1021/acs.orglett.1c03121
TI - Unexpected Domino Silyl-Prins/Aryl Migration Process from Geminal Vinylsilyl Alcohols
T2 - Organic Letters
AU - Díez Poza, Carlos
AU - Barbero, Asunción
PY - 2021
DA - 2021/10/07
PB - American Chemical Society (ACS)
SP - 8385-8389
IS - 21
VL - 23
PMID - 34615353
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Díez Poza,
author = {Carlos Díez Poza and Asunción Barbero},
title = {Unexpected Domino Silyl-Prins/Aryl Migration Process from Geminal Vinylsilyl Alcohols},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.1c03121},
number = {21},
pages = {8385--8389},
doi = {10.1021/acs.orglett.1c03121}
}
MLA
Cite this
MLA Copy
Díez Poza, Carlos, and Asunción Barbero. “Unexpected Domino Silyl-Prins/Aryl Migration Process from Geminal Vinylsilyl Alcohols.” Organic Letters, vol. 23, no. 21, Oct. 2021, pp. 8385-8389. https://doi.org/10.1021/acs.orglett.1c03121.