Organo-Selenium Induced Radical Ring-Opening Intramolecular Cyclization or Electrophilic Cyclization of 2- (Arylmethylene)cyclopropylaldehyde: A Tunable Synthesis of 1-Naphthaldehydes or 3-Oxabicyclo[3.1.0]hexan-2-ols
Publication type: Journal Article
Publication date: 2009-06-26
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
19558177
Organic Chemistry
Abstract
1-Naphthaldehydes and 3-oxabicyclo[3.1.0]hexan-2-ols can be prepared, respectively, by the intramolecular alkylation and cyclization of (E)-2-(arylmethylene)cyclopropylaldehyde 1 mediated by different organo-selenium reagents. The properties of selenium reagents may play an important role in the reactions. A rationale for these transformations is proposed.
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26
Total citations:
26
Citations from 2024:
3
(11%)
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GOST
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Miao M., Huang X. Organo-Selenium Induced Radical Ring-Opening Intramolecular Cyclization or Electrophilic Cyclization of 2- (Arylmethylene)cyclopropylaldehyde: A Tunable Synthesis of 1-Naphthaldehydes or 3-Oxabicyclo[3.1.0]hexan-2-ols // Journal of Organic Chemistry. 2009. Vol. 74. No. 15. pp. 5636-5639.
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Miao M., Huang X. Organo-Selenium Induced Radical Ring-Opening Intramolecular Cyclization or Electrophilic Cyclization of 2- (Arylmethylene)cyclopropylaldehyde: A Tunable Synthesis of 1-Naphthaldehydes or 3-Oxabicyclo[3.1.0]hexan-2-ols // Journal of Organic Chemistry. 2009. Vol. 74. No. 15. pp. 5636-5639.
Cite this
RIS
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TY - JOUR
DO - 10.1021/jo900805a
UR - https://doi.org/10.1021/jo900805a
TI - Organo-Selenium Induced Radical Ring-Opening Intramolecular Cyclization or Electrophilic Cyclization of 2- (Arylmethylene)cyclopropylaldehyde: A Tunable Synthesis of 1-Naphthaldehydes or 3-Oxabicyclo[3.1.0]hexan-2-ols
T2 - Journal of Organic Chemistry
AU - Miao, Maozhong
AU - Huang, Xian
PY - 2009
DA - 2009/06/26
PB - American Chemical Society (ACS)
SP - 5636-5639
IS - 15
VL - 74
PMID - 19558177
SN - 0022-3263
SN - 1520-6904
ER -
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BibTex (up to 50 authors)
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@article{2009_Miao,
author = {Maozhong Miao and Xian Huang},
title = {Organo-Selenium Induced Radical Ring-Opening Intramolecular Cyclization or Electrophilic Cyclization of 2- (Arylmethylene)cyclopropylaldehyde: A Tunable Synthesis of 1-Naphthaldehydes or 3-Oxabicyclo[3.1.0]hexan-2-ols},
journal = {Journal of Organic Chemistry},
year = {2009},
volume = {74},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/jo900805a},
number = {15},
pages = {5636--5639},
doi = {10.1021/jo900805a}
}
Cite this
MLA
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Miao, Maozhong, et al. “Organo-Selenium Induced Radical Ring-Opening Intramolecular Cyclization or Electrophilic Cyclization of 2- (Arylmethylene)cyclopropylaldehyde: A Tunable Synthesis of 1-Naphthaldehydes or 3-Oxabicyclo[3.1.0]hexan-2-ols.” Journal of Organic Chemistry, vol. 74, no. 15, Jun. 2009, pp. 5636-5639. https://doi.org/10.1021/jo900805a.