54340-72-6Relevant articles and documents
Stereoselective synthesis of (+)-boronolide
Naidu, S. Vasudeva,Gupta, Priti,Kumar, Pradeep
, p. 2129 - 2131 (2005)
An efficient enantio- and stereocontrolled total synthesis of (+)-boronolide from valeraldehyde is described. The key steps include a Sharpless asymmetric dihydroxylation, a chelation controlled Grignard reaction followed by Sharpless asymmetric epoxidati
Enantio- and diastereocontrolled total synthesis of (+)-boronolide
Kumar, Pradeep,Naidu, S. Vasudeva
, p. 3935 - 3941 (2006)
An efficient stereoselective total synthesis of (+)-boronolide from valeraldehyde is described. The key steps include a Sharpless asymmetric hydroxylation, a chelation-controlled vinyl Grignard reaction followed by a Sharpless asymmetric epoxidation, hydr
Visible-Light Promoted Distereodivergent Intramolecular Oxyamidation of Alkenes
Ren, Xiang,Guo, Qihang,Chen, Jianhui,Xie, Hujun,Xu, Qing,Lu, Zhan
supporting information, p. 18695 - 18699 (2016/12/26)
The visible-light-promoted diastereodivergent intramolecular oxyamination of alkenes is described to construct oxazolindinones, pyrrolidinones and imidazolidones via mild generation of primary amidyl radicals from functionalized hydroxylamines. A unique phenomenon of highly diastereoselective ring-opening of aziridines controlled by electron sacrifices was observed. Highly diastereoselective amino alcohols derivatives were obtained efficiently through this protocol in gram scales. The mechanistic studies suggested the isolatable anti-aziridine intermediates were generated quickly from primary amidyl radicals and the diastereoselectivities were controlled by pKavalues of the electron sacrifices.
A two-step ball milling method synthesizes and purifies α,β-unsaturated esters
Shearouse, William C.,Korte, Chelsea M.,Mack, James
experimental part, p. 598 - 601 (2011/05/08)
Over the last decade, solvent-free methods have been gaining interest as replacements for traditional organic chemistry techniques. While solvent-free methods are well known for many processes, a simple, solvent-free purification procedure that supplements them does not exist. We report the solvent-free synthesis of α,β-unsaturated esters using a solvent-free Horner-Wadsworth-Emmons (HWE) reaction using high-speed ball milling (HSBM). We were able to perform the HWE reaction on a variety of aldehydes, and isolate their respective a,b-unsaturated esters in high yields, purities, and diastereoselectivities. The Royal Society of Chemistry.
