A highly efficient regioselective addition of acetylides to enediones based on steric effects

Xiaoqiang Han; Chuan Wan; Dongyan Yang; Xiaoyong Yuan; Shijie Du; Yumei Xiao; Zhaohai Qin

doi:10.3390/molecules180910776

A highly efficient regioselective addition of acetylides to enediones based on steric effects

Molecules. 2013 Sep 3;18(9):10776-88. doi: 10.3390/molecules180910776.

Authors

Xiaoqiang Han¹, Chuan Wan, Dongyan Yang, Xiaoyong Yuan, Shijie Du, Yumei Xiao, Zhaohai Qin

Affiliation

¹ Department of Applied Chemistry, China Agricultural University, 2 West Yuanmingyuan West Road, Beijing 100193, China.

Abstract

A simple and efficient strategy for the synthesis of 1-ethynylcyclohex-2-enol derivatives was developed utilizing regioselective addition of acetylides to enediones based on steric effects. Further investigation of the substrate scope of enediones indicated that all the addition reactions ocurred in good yield.

Publication types

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

MeSH terms

Catalysis
Ketones / chemical synthesis*
Lithium / chemistry*
Naphthalenes / chemical synthesis
Organometallic Compounds / chemistry*
Stereoisomerism

Substances

Ketones
Naphthalenes
Organometallic Compounds
n-butyllithium
Lithium