Back to Search Start Over

Synthesis of Functionalized Bicyclo[2.2.2]octan-2-ones Skeleton via Tandem Process of Amino Acid Involved Formal [4 + 2] and Decarboxylative-Mannich Sequence

Authors :
Guo-Qiang Lin
Chang-Mei Si
Zhuo-Ya Mao
Jian-Liang Ye
Bang-Guo Wei
Xiao-Di Nie
Source :
The Journal of organic chemistry. 86(4)
Publication Year :
2021

Abstract

An efficient approach to a functionalized bicyclo[2.2.2]octan-2-one scaffold has been developed through a one-pot cascade process including amino acid involved successive Michael addition and decarboxylative-Mannich sequence. Starting from α,β-unsaturated ketones and amino acids, a series of desired products 7a-7m and 8a-8o were obtained with moderate yields. In addition, the tandem process was reasonably explained by the results of DFT calculations.

Details

ISSN :
15206904
Volume :
86
Issue :
4
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....b59e844f9669c147b0c26299f772d8b5