188526-17-2Relevant academic research and scientific papers
High Stereocontrol in the Preparation of Silyl-Protected γ-Substituted Enoldiazoacetates
Dong, Kuiyong,Doyle, Michael P.,Marichev, Kostiantyn O.,Xu, Xingfang
supporting information, p. 1457 - 1461 (2019/07/15)
A robust and efficient synthesis of triisopropylsilyl (TIPS)-protected γ-substituted enoldiazoacetates with excellent Z stereocontrol by using lithium bis(trimethylsilyl)azanide (LiHMDS) as a base and TIPSOTf as a silyl transfer reagent is reported. Despite their increased size compared to previously tert -butyldimethylsilyl (TBS)-protected γ-unsubstituted enoldiazoacetates, a high product yield with exceptional stereocontrol has been achieved in copper-catalyzed [3+3] cycloaddition reaction with nitrones by using a chiral indeno bisoxazoline ligand.
A general synthesis of dioxolenone prodrug moieties
Sun, Chong-Qing,Cheng, Peter T.W.,Stevenson, Jay,Dejneka, Tamara,Brown, Baerbel,Wang, Tammy C.,Robl, Jeffrey A.,Poss, Michael A.
, p. 1161 - 1164 (2007/10/03)
A general method for the synthesis of dioxolenone prodrug moieties from appropriately substituted β-ketoesters is described. This novel and versatile sequence allows for the synthesis of alkyl- or aryl-substituted dioxolenone alcohols 8 or bromides 9. Coupling of the bromides 9 to prepare bis-dioxolenone phosphonate prodrug esters is also presented.
