147266-53-3Relevant academic research and scientific papers
Optically pure 3,6-dioxazocan-2-one derivatives by intramolecular cycloaddition of azidoformates and their opening to substituted α-amino ketones
De Santis, Marco,Fioravanti, Stefania,Pellacani, Lucio,Tardella, Paolo A.
, p. 2709 - 2711 (1999)
Azidoformates derived from chiral enol ethers, when irradiated, give 3,6-dioxazocan-2-one derivatives 7 by a highly diastereoselective intramolecular cycloaddition. The hydrolysis of 7 gives a single derivative of 2-aminocyclo-hexanone.
Oxidation of homochiral ketals by rhenium(VII) oxide. V
Tang,Kennedy
, p. 7823 - 7826 (2007/10/02)
2-Hydroxyethyl enol ethers react with Re2O7 to produce 2-hydroxyketals. Where homochiral starting enol ethers are employed, greater than 99:1 diastereoselectivities are obtained. The stereocontrol is rationalized by invoking a transition state that approximates the geometry of a metallaoxetane. Finally, homochiral ketals are themselves oxidized to provide 2-hydroxyketals with high diastereoselectivity.
