A copper-catalyzed diastereoselective O-transfer reaction of N-vinyl-α,β-unsaturated nitrones with ketenes into γ-lactones through [5 + 2] cycloaddition and N

A copper-catalyzed diastereoselective O-transfer reaction of N-vinyl-α,β-unsaturated nitrones with ketenes into γ-lactones through [5 + 2] cycloaddition and N–O bond cleavage

Published:2019 Issue:24 Volume:21 Page:6567-6573
ISSN:1463-9262
Container-title:Green Chemistry
language:en
Short-container-title:Green Chem.

Author:

Liao Jun-Yi¹²³⁴⁵,Wu Qing-Yan¹²³⁴⁵,Lu Xiuqiang⁶⁷⁵,Zou Ning¹²³⁴⁵,Pan Cheng-Xue¹²³⁴⁵,Liang Cui¹²³⁴⁵,Su Gui-Fa¹²³⁴⁵,Mo Dong-Liang¹²³⁴⁵^ORCID

Affiliation:

1. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources

2. Ministry of Science and Technology of China; School of Chemistry and Pharmaceutical Sciences

3. Guangxi Normal University

4. Guilin

5. China

6. Fuqing Branch of Fujian Normal University

7. Fuzhou

Abstract

A copper-catalyzed atom economical O-transfer reaction strategy was developed for the synthesis of densely functionalized γ-lactones from N-vinyl-α,β-unsaturated nitrones and ketenes.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Guangxi Province

Ministry of Education of the People's Republic of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Pollution,Environmental Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/GC/C9GC01811E

Reference79 articles.

1. Synthesis of γ-Lactams and γ-Lactones via Intramolecular Pd-Catalyzed Allylic Alkylations