149916-82-5Relevant academic research and scientific papers
Total stereocontrolled synthesis of a novel pyrrolizidine iminosugar
De Angelis, Martina,Primitivo, Ludovica,Lizzio, Federica,Agostinelli, Sonia,Sappino, Carla,Ben Romdan, Ilaria,Bonanni, Luciano,D'Annibale, Andrea,Antonioletti, Roberto,Ricelli, Alessandra,Righi, Giuliana
, (2021/12/20)
Herein we describe a versatile approach to the pyrrolizidine alkaloids skeleton by tailoring our original strategy already used for the pyrrolidine iminosugars synthesis. The key steps are the regio- and stereoselective azidolysis of the suitable chiral v
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.
STEREOSELECTIVE SYNTHESIS OF C-9 TO C-16 FRAGMENT OF TRIENOMYCIN BASED ON THE REGIOSELECTIVE OPENING OF γ-δ-EPOXY ACRYLATES WITH TRIMETHYLALUMINIUM
Yadav, J. S.,Praveen Kumar, T. K.,Maniyan, P. P.
, p. 2969 - 2972 (2007/10/02)
The C-9 to C-16 fragment, a key intermediate for the synthesis of a 21 membered ansamycin antibiotic, Trienomycin has been synthesized, involving Sharpless asymmetric epoxidation and the key stereoselective methylation of γ-δ-epoxy acrylates by Trimethyla
