Stereoselective synthesis of epoxyisoprostanes: an organocatalytic and "pot-economy" approach

Jiang Weng; Sheng Wang; Lin-Jie Huang; Zhang-Yi Luo; Gui Lu

doi:10.1039/c5cc01077b

Stereoselective synthesis of epoxyisoprostanes: an organocatalytic and "pot-economy" approach

Chem Commun (Camb). 2015 Jun 25;51(50):10170-3. doi: 10.1039/c5cc01077b.

Authors

Jiang Weng¹, Sheng Wang, Lin-Jie Huang, Zhang-Yi Luo, Gui Lu

Affiliation

¹ Institute of Medicinal Chemistry, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China. wengj2@mail.sysu.edu.cn lugui@mail.sysu.edu.cn.

PMID: 26015997
DOI: 10.1039/c5cc01077b

Abstract

An efficient and direct synthetic route to epoxyisoprostane EC methyl ester has been accomplished in 8 steps (10% overall yield) from readily available starting materials using a series of asymmetric organocatalytic reactions and one-pot operations.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Chemistry Techniques, Synthetic
Epoxy Compounds / chemistry*
Isoprostanes / chemical synthesis*
Isoprostanes / chemistry*
Stereoisomerism

Substances

Epoxy Compounds
Isoprostanes