том 71 издание 18 страницы 7071-7074

BiBr3-Initiated Tandem Addition/Silyl-Prins Reactions to 2,6-Disubstituted Dihydropyrans

Тип публикацииJournal Article
Дата публикации2006-08-09
SCImago Q2
WOS Q1
БС1
SJR0.604
CiteScore6.1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Краткое описание
A tandem addition/silyl-Prins reaction efficiently affords cis-2,6-disubstituted dihydropyrans (DHPs) using 5 mol % of BiBr3 in CH2Cl2. The reaction occurs between delta-triethylsilyloxyvinyltrimethylsilanes and a variety of aldehydes to give good to excellent isolated yields of DHPs. The diastereoselectivities in the crude products are significantly affected by aldehyde substitution with electron-rich aldehydes, providing 2-3:1 (cis:trans) and neutral (or electron-poor) aldehydes affording dr > or = 19:1 (cis:trans).
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ГОСТ |
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Lian Y., Hinkle R. T. BiBr3-Initiated Tandem Addition/Silyl-Prins Reactions to 2,6-Disubstituted Dihydropyrans // Journal of Organic Chemistry. 2006. Vol. 71. No. 18. pp. 7071-7074.
ГОСТ со всеми авторами (до 50) Скопировать
Lian Y., Hinkle R. T. BiBr3-Initiated Tandem Addition/Silyl-Prins Reactions to 2,6-Disubstituted Dihydropyrans // Journal of Organic Chemistry. 2006. Vol. 71. No. 18. pp. 7071-7074.
RIS |
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TY - JOUR
DO - 10.1021/jo060738k
UR - https://doi.org/10.1021/jo060738k
TI - BiBr3-Initiated Tandem Addition/Silyl-Prins Reactions to 2,6-Disubstituted Dihydropyrans
T2 - Journal of Organic Chemistry
AU - Lian, Yajing
AU - Hinkle, Robert T.
PY - 2006
DA - 2006/08/09
PB - American Chemical Society (ACS)
SP - 7071-7074
IS - 18
VL - 71
PMID - 16930067
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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@article{2006_Lian,
author = {Yajing Lian and Robert T. Hinkle},
title = {BiBr3-Initiated Tandem Addition/Silyl-Prins Reactions to 2,6-Disubstituted Dihydropyrans},
journal = {Journal of Organic Chemistry},
year = {2006},
volume = {71},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/jo060738k},
number = {18},
pages = {7071--7074},
doi = {10.1021/jo060738k}
}
MLA
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Lian, Yajing, and Robert T. Hinkle. “BiBr3-Initiated Tandem Addition/Silyl-Prins Reactions to 2,6-Disubstituted Dihydropyrans.” Journal of Organic Chemistry, vol. 71, no. 18, Aug. 2006, pp. 7071-7074. https://doi.org/10.1021/jo060738k.
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