25983-51-1Relevant articles and documents
A Concise Total Synthesis of (?)-Berkelic Acid
Cheng, Hong-Gang,Yang, Zhenjie,Chen, Ruiming,Cao, Liming,Tong, Wen-Yan,Wei, Qiang,Wang, Qingqing,Wu, Chenggui,Qu, Shuanglin,Zhou, Qianghui
, p. 5141 - 5146 (2021)
Reported here is a concise total synthesis of (?)-berkelic acid in eight linear steps. This synthesis features a Catellani reaction/oxa-Michael cascade for the construction of the isochroman scaffold, a one-pot deprotection/spiroacetalization operation for the formation of the tetracyclic core structure, and a late-stage Ni-catalyzed reductive coupling for the introduction of the lateral chain. Notably, four stereocenters are established from a single existing chiral center with excellent stereocontrol during the deprotection/spiroacetalization process. Stereocontrol of the intriguing deprotection/spiroacetalization process is supported by DFT calculations.
Synthesis and absolute configuration of (-)-3-butyl-7-hydroxyphthalide, a cytotoxic metabolite of Penicillium vulpinum.
Ohzeki, Tomoya,Mori, Kenji
, p. 2240 - 2244 (2007/10/03)
Both the enantiomers as well as the racemate of 3-butyl-7-hydroxyphthalide (1) were synthesized, and the absolute configuration of the naturally occurring (-)-1 (a weakly cytotoxic metabolite of Penicillium vulpinum) was identified as S.
Synthesis and Fluorescence Properties of Selectively Metallated Diporphyrins with Electron-Accepting Moieties
Nagata, Toshi
, p. 3005 - 3016 (2007/10/02)
Synthesis of selectively metallated diporphyrins with electron-accepting moieties is described.Steady-state fluorescence spectra of these compounds showed substantial quenching of the fluorescence of the free-base porphyrin.A possible "superexchange" mechanism of long-range electron transfer is discussed.