1606142-89-5Relevant academic research and scientific papers
Periphery-Functionalized Porous Organic Cages
Reiss, Paul S.,Little, Marc A.,Santolini, Valentina,Chong, Samantha Y.,Hasell, Tom,Jelfs, Kim E.,Briggs, Michael E.,Cooper, Andrew I.
, p. 16547 - 16553 (2016)
By synthesizing derivatives of a trans-1,2-diaminocyclohexane precursor, three new functionalized porous organic cages were prepared with different chemical functionalities on the cage periphery. The introduction of twelve methyl groups (CC16) resulted in
Anti-dioxylation of cyclohex-4-ene-1,2-diamine derivatives: Asymmetric routes to hydroxy- and amino-substituted cyclohexane and 7-azanorbornane
Savoia, Diego,Balestri, Davide,Grilli, Stefano,Monari, Magda
, p. 1907 - 1914 (2014/04/03)
The highly diastereoselective anti-dioxylation of (1R,2R)-1,2-bis[(1S)- phenylethylamino]cyclohexene was accomplished through epoxidation of the double bond with m-chloroperbenzoic acid (mCPBA) in the presence of a sulfonic or trihaloacetic acid and ring opening of the epoxide in situ in the presence of sulfonate or carboxylate anions. The two procedures, after basic quenching and reductive removal of the N-substituents, provide stereoselective access to 2-exo-5-endo-5-amino-7-azabicyclo[2.2.1]heptan-2-ol and 4,5-diaminocyclohexane- 1,2-diol, respectively. The different outcomes are explained by differing chair conformations of the protonated diamine-epoxide intermediates, which undergo ring opening through a preferred anti-diaxial mechanism.
Anti-Dioxylation of Cyclohex-4-ene-1,2-diamine Derivatives: Asymmetric Routes to Hydroxy- and Amino-Substituted Cyclohexane and 7-Azanorbornane
Savoia, Diego,Balestri, Davide,Grilli, Stefano,Monari, Magda
, p. 1907 - 1914 (2015/10/05)
The highly diastereoselective anti-dioxylation of (1R,2R)-1,2-bis[(1S)-phenylethylamino]cyclohexene was accomplished through epoxidation of the double bond with m-chloroperbenzoic acid (mCPBA) in the presence of a sulfonic or trihaloacetic acid and ring o
