6877-72-1Relevant academic research and scientific papers
Visible-Light-Enabled Allylic C-H Oxidation: Metal-free Photocatalytic Generation of Enones
Liu, Chao,Liu, Hui,Zheng, Xuan,Chen, Shanyi,Lai, Qihong,Zheng, Changlong,Huang, Mingqiang,Cai, Kaicong,Cai, Zhixiong,Cai, Shunyou
, p. 1375 - 1381 (2022/02/07)
A practical and efficient method has been established for the direct oxidation of allylic C-H bonds catalyzed by visible-light-enabled photoredox agents. This protocol uses oxygen as the sole oxidant under metal-free conditions at room temperature and pro
Metal-Free Allylic Oxidation of Steroids Using TBAI/TBHP Organocatalytic Protocol
Lam, Ying-Pong,Yeung, Ying-Yeung
supporting information, p. 2369 - 2372 (2018/04/19)
A mild, efficient and organocatalytic allylic oxidation of steroids using a TBAI/TBHP protocol has been developed. A range of bioactive Δ5-en-7-ones can be easily prepared from the corresponding Δ5-steroids. The methodology features several advantages, including readily available starting materials, environmentally benign oxidant, high functional group compatibility, and metal-free catalysis.
Synthesis of diamino-furostan sapogenins and their use as scaffolds for positioning peptides in a preorganized form
Rivera, Daniel G.,Concepción, Odette,Pérez-Labrada, Karell,Coll, Francisco
, p. 5298 - 5305 (2008/09/21)
The synthesis of peptide-furostane conjugates from natural steroidal sapogenins is reported. The approach comprises the introduction of α-oriented amino groups into spirostanic sapogenins followed by reductive opening of the spiroketal chain, thus producing diamino-furostanic scaffolds suitable for further functionalization. Solid and solution-phase coupling processes were utilized for the incorporation of various α-amino acids and peptides into the furostanic skeletons. The attachment position depends on the steroidal sapogenin originally used, i.e., diosgenin or hecogenin. The resulting furostanic skeletons feature a trans A/B-ring fusion and hold the peptides in axial disposition. This characteristic ensures a preorganized alignment of the peptidic motifs, an important structural feature for future applications in molecular recognition and catalysis. A macrocyclic tripeptide-furostane conjugate was also produced by a combination of peptide coupling, Staudinger ligation, and a cyclization protocol. This work constitutes the first report on the use of furostanic sapogenins as scaffolds for positioning natural amino acids and (cyclo)peptides.
