1125692-18-3Relevant academic research and scientific papers
Stereodivergent Strategy in Structural Determination: Asymmetric Total Synthesis of Garcinol, Cambogin, and Related Analogues
Wang, Xueying,Phang, Yeelin,Feng, Jiling,Liu, Song,Zhang, Hong,Fu, Wenwei,Zhou, Hua,Xu, Gang,Xu, Hongxi,Zheng, Changwu
, p. 4203 - 4208 (2021)
The asymmetric total synthesis of five biologically significant polycyclic polyprenylated acylphloroglucinols (PPAPs), including garcinol and cambogin, was achieved through a highly diastereoselective and stereodivergent strategy. Along the way, an efficient cascade Dieckmann cyclization was employed to construct the bicyclo[3.3.1]nonane core in one step. The synthesis provided a general approach toward the chiral endo-type B PPAPs and their C-30 diastereomers in a single sequence, which resolved the challenges of the absolute configuration determination/structural revision of PPAPs bearing exocyclic stereocenters.
