PPh3O as an Activating Reagent for One-Pot Stereoselective Syntheses of Di- and Polybrominated Esters from Simple Aldehydes

Tian-Yang Yu; Hao Wei; Yong-Chun Luo; Yao Wang; Zhu-Yin Wang; Peng-Fei Xu

doi:10.1021/acs.joc.5b02618

PPh3O as an Activating Reagent for One-Pot Stereoselective Syntheses of Di- and Polybrominated Esters from Simple Aldehydes

J Org Chem. 2016 Apr 1;81(7):2730-6. doi: 10.1021/acs.joc.5b02618. Epub 2016 Mar 21.

Authors

Tian-Yang Yu¹, Hao Wei¹, Yong-Chun Luo², Yao Wang², Zhu-Yin Wang³, Peng-Fei Xu²

Affiliations

¹ Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry and Materials Science, Northwest University , Xi'an 710127, P. R. China.
² State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou 730000, P. R. China.
³ College of Mechanics and Materials, Hohai University , Nanjing 210098, P. R. China.

PMID: 26975436
DOI: 10.1021/acs.joc.5b02618

Abstract

An efficient one-pot method for the syntheses of di- and polybrominated esters from readily available aldehydes is reported. The direct use of the in situ generated byproduct PPh3O in the following reactions greatly improves the efficiency of the cascade. Also, the substrate scope of the reaction is proved to be broad.

Publication types

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