Citation: He Jiayun, Lam Shuk Mei, Ng Jerome P.L., Wong Wing-Tak, Chiu Pauline. Intramolecular (4+3) cycloadditions of nitrogen-tethered epoxy enosilanes for the synthesis of heteropolycycles[J]. Chinese Chemical Letters, ;2019, 30(8): 1523-1526. doi: 10.1016/j.cclet.2019.04.051 shu

Intramolecular (4+3) cycloadditions of nitrogen-tethered epoxy enosilanes for the synthesis of heteropolycycles

a.
State Key Laboratory of Synthetic Chemistry, Department of Chemistry, The University of Hong Kong, Hong Kong, China
b.
Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, China

pchiu@hku.hk

Received Date: 27 February 2019
Revised Date: 9 April 2019
Accepted Date: 12 April 2019
Available Online: 18 August 2019

Figures(7)

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.
- Heterocycles,
- (4 + 3) cycloaddition,
- Furan,
- Intramolecular,
- Epoxides,
- Piperidine,
- Polycyclic compounds
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1.
沈阳化工大学材料科学与工程学院沈阳 110142