111873-49-5Relevant academic research and scientific papers
Wittig-type olefination catalyzed by PEG-telluride
Huang, Zheng-Zheng,Ye, Song,Xia, Wei,Yu, Yi-Hua,Tang, Yong
, p. 3096 - 3103 (2007/10/03)
Soluble poly(ethylene glycol) (PEG)-supported telluride 2 was designed and synthesized for catalytic Wittig-type reactions. It was found that the catalytic loading could be reduced from 20 to 2 mol % by the introduction of PEG (even to 0.5 mol % when some telluride salts were used as the catalyst). Under the catalytic reaction conditions, a wide variety of aldehydes with different structures could react with bromoacetate to afford β-substituted or α,β-disubstituted unsaturated esters in high yields with excellent E-stereoselectivity. The modified process, by using sodium bisulfite instead of triphenyl phosphite, represented a very simple product isolation procedure. The roles of PEG for promoting the ylide formation and stabilizing the catalytic species were disclosed. The mechanism was also studied.
Unexpected catalyst for Wittig-type and dehalogenation reactions
Huang, Zheng-Zheng,Tang, Yong
, p. 5320 - 5326 (2007/10/03)
A novel catalyst 2 for Wittig-type and dehalogenation reactions was developed. In the presence of triphenyl phosphite, a wide variety of aldehydes could react with α-bromoacetates to afford α,β-unsaturated esters or ketones in high yields with excellent E-stereoselectivity when 1-2 mol % of compound 2 was used. Compound 2 was also an effective catalyst for reductive dehalogenation of α-bromocarbonyl compounds. The mechanisms for the above reactions were also proposed.
