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Title: Intramolecular (4 + 3) cycloadditions of nitrogen-tethered epoxy enosilanes for the synthesis of heteropolycycles
Authors: He, J
Lam, SM
Ng, JPL
Wong, WT 
Chiu, P
Issue Date: Aug-2019
Source: Chinese chemical letters, Aug. 2019, v. 30, no. 8, p. 1523-1526
Abstract: Furans bearing epoxy enolsilane units via a tether that incorporates a nitrogen heteroatom, undergo intramolecular (4 + 3) cycloadditions to generate bis-heteroatomic polycyclic adducts having piperidine moieties in their frameworks. The cycloadducts, ultimately derived from furfural, a renewal chemical feedstock, are obtained with up to 4:1 dr and with ee retained from the epoxide.
Keywords: (4 + 3) cycloaddition
Epoxides
Furan
Heterocycles
Intramolecular
Piperidine
Polycyclic compounds
Publisher: Elsevier Ltd
Journal: Chinese chemical letters 
ISSN: 1001-8417
DOI: 10.1016/j.cclet.2019.04.051
Rights: © 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
© 2019. This manuscript version is made available under the CC-BY-NC-ND 4.0 license https://creativecommons.org/licenses/by-nc-nd/4.0/
The following publication He, J., Lam, S. M., Ng, J. P., Wong, W. T., & Chiu, P. (2019). Intramolecular (4 + 3) cycloadditions of nitrogen-tethered epoxy enosilanes for the synthesis of heteropolycycles. Chinese Chemical Letters, 30(8), 1523-1526 is available at https://doi.org/10.1016/j.cclet.2019.04.051.
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