Room Temperature Intramolecular Hydro-O-alkylation of Aldehydes: sp3 C−H Functionalization via a Lewis Acid Catalyzed Tandem 1,5-Hydride Transfer/Cyclization
Тип публикации: Journal Article
Дата публикации: 2005-11-01
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
PubMed ID:
16288523
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
[reaction: see text] The scope and limitations of intramolecular hydro-O-alkylation of aldehyde substrates leading to spiroketals and bicyclic ketals and aminals is reported. The direct transformation of tertiary and sterically hindered secondary sp(3) C-H bonds into C-O bonds under the action of a catalytic amount of a variety of Lewis acids is described. The mechanism of these transformations is proposed to involve a tandem hydride transfer/cyclization sequence.
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Pastine S. J., Sames D. Room Temperature Intramolecular Hydro-O-alkylation of Aldehydes: sp3 C−H Functionalization via a Lewis Acid Catalyzed Tandem 1,5-Hydride Transfer/Cyclization // Organic Letters. 2005. Vol. 7. No. 24. pp. 5429-5431.
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Pastine S. J., Sames D. Room Temperature Intramolecular Hydro-O-alkylation of Aldehydes: sp3 C−H Functionalization via a Lewis Acid Catalyzed Tandem 1,5-Hydride Transfer/Cyclization // Organic Letters. 2005. Vol. 7. No. 24. pp. 5429-5431.
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TY - JOUR
DO - 10.1021/ol0522283
UR - https://doi.org/10.1021/ol0522283
TI - Room Temperature Intramolecular Hydro-O-alkylation of Aldehydes: sp3 C−H Functionalization via a Lewis Acid Catalyzed Tandem 1,5-Hydride Transfer/Cyclization
T2 - Organic Letters
AU - Pastine, Stefan J
AU - Sames, Dalibor
PY - 2005
DA - 2005/11/01
PB - American Chemical Society (ACS)
SP - 5429-5431
IS - 24
VL - 7
PMID - 16288523
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2005_Pastine,
author = {Stefan J Pastine and Dalibor Sames},
title = {Room Temperature Intramolecular Hydro-O-alkylation of Aldehydes: sp3 C−H Functionalization via a Lewis Acid Catalyzed Tandem 1,5-Hydride Transfer/Cyclization},
journal = {Organic Letters},
year = {2005},
volume = {7},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/ol0522283},
number = {24},
pages = {5429--5431},
doi = {10.1021/ol0522283}
}
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MLA
Скопировать
Pastine, Stefan J., and Dalibor Sames. “Room Temperature Intramolecular Hydro-O-alkylation of Aldehydes: sp3 C−H Functionalization via a Lewis Acid Catalyzed Tandem 1,5-Hydride Transfer/Cyclization.” Organic Letters, vol. 7, no. 24, Nov. 2005, pp. 5429-5431. https://doi.org/10.1021/ol0522283.