Pd-Catalyzed Asymmetric Allylic Cycloaddition of Vinyloxetanes with Formaldehyde.
2
Key Laboratory for Organism Resources of the Changbai Mountain and Functional Molecules, Ministry of Education, and Department of Chemistry, College of Science, Yanbian University, 977 Gongyuan Road, Yanji, Jilin 133002, People’s Republic of China
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Publication type: Journal Article
Publication date: 2018-12-17
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
30556697
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An efficient method for the enantioselective construction of tertiary 1,3-diols via Pd-catalyzed asymmetric allylic cycloaddition of vinyloxetanes with an abundant feedstock, formaldehyde, is developed. Using the palladium complex generated in situ from Pd2(dba)3·CHCl3 and phosphoramidite L3 as a catalyst under mild conditions, the process allows one to convert racemic 2-substituted 2-vinyloxetanes (1) to the corresponding 1,3-dioxanes (2) as methylene acetal protected tertiary 1,3-diols in high yields with good to excellent enantioselectivities.
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47
Total citations:
47
Citations from 2025:
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(6.38%)
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GOST
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Hang X. et al. Pd-Catalyzed Asymmetric Allylic Cycloaddition of Vinyloxetanes with Formaldehyde. // Organic Letters. 2018. Vol. 21. No. 1. pp. 214-217.
GOST all authors (up to 50)
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Hang X., Khan S., Li H., Wu X., Zhang Y. J. Pd-Catalyzed Asymmetric Allylic Cycloaddition of Vinyloxetanes with Formaldehyde. // Organic Letters. 2018. Vol. 21. No. 1. pp. 214-217.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.orglett.8b03665
UR - https://doi.org/10.1021/acs.orglett.8b03665
TI - Pd-Catalyzed Asymmetric Allylic Cycloaddition of Vinyloxetanes with Formaldehyde.
T2 - Organic Letters
AU - Hang, Xu
AU - Khan, Sardaraz
AU - Li, Hongfang
AU - Wu, Xue
AU - Zhang, Yong Jian
PY - 2018
DA - 2018/12/17
PB - American Chemical Society (ACS)
SP - 214-217
IS - 1
VL - 21
PMID - 30556697
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Hang,
author = {Xu Hang and Sardaraz Khan and Hongfang Li and Xue Wu and Yong Jian Zhang},
title = {Pd-Catalyzed Asymmetric Allylic Cycloaddition of Vinyloxetanes with Formaldehyde.},
journal = {Organic Letters},
year = {2018},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.orglett.8b03665},
number = {1},
pages = {214--217},
doi = {10.1021/acs.orglett.8b03665}
}
Cite this
MLA
Copy
Hang, Xu, et al. “Pd-Catalyzed Asymmetric Allylic Cycloaddition of Vinyloxetanes with Formaldehyde..” Organic Letters, vol. 21, no. 1, Dec. 2018, pp. 214-217. https://doi.org/10.1021/acs.orglett.8b03665.
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