Asymmetric Total Synthesis of Janthinoid A
Fu Tang, Zhongchao Zhang, Zhi-Lin Song, Yuanhe Li, Zihao Zhou, Jiajun Chen, Zhen Yang
Abstract
The asymmetric total synthesis of janthinoid A has been accomplished for the first time in 14 steps without using a protecting group. The trans -decalin subunit and the rigid oxabicyclo[3.2.1]octane motif were constructed via an epoxide-initiated cationic π-cyclization reaction and a Fe(ClO 4 ) 3 -mediated oxidative cascade cyclization reaction, respectively.
Topics & Concepts
ChemistryTotal synthesisOctaneDecalinStereochemistryCationic polymerizationEpoxideCascadeCascade reactionRadical cyclizationCombinatorial chemistryOrganic chemistryCatalysisChromatographyTraditional and Medicinal Uses of AnnonaceaePhytochemistry and Bioactivity StudiesPhytochemical compounds biological activities