📜(+/-)-(1-Hydroxy-2,6,6-Trimethyl-2-Cyclohexenyl)Acetic Acid置于吡啶,氯化亚砜,碘,三正丁基氢锡,碳酸氢钠,1,8-二氮杂双环[5.4.0]十一碳-7-烯,三氟乙酸,1,1'-偶氮(氰基环己烷),N-溴代乙酰胺体系中,用 1,4-二氧六环,乙醚,正己烷,水 作为反应溶剂,化学反应 31.0H,反应生成 (-)-地芰普内酯 参考文献:Synthesis Of Loliolide,Actinidiolide,Dihydroactinidiolide,And Aeginetolide Via Cerium Enolate Chemistry 标题:Synthesis Of Loliolide,Actinidiolide,Dihydroactinidiolide,And Aeginetolide Via Cerium Enolate Chemistry 摘要:Loliolide,Aeginetolide,Actinidiolide,And Dihydroactinidiolide Were Synthesized In Racemic Form From A Single Common Intermediate,Prepared Through The 1,2 Addition Of The Cerium Enolate Of Ethyl Acetate To 2,6,6-Trimethylcylohexenone. DOI:10.1021/jo0611566
专利号:US-2014243404-A1 优先权日:2010-09-14 标题 :Unique halogen-induced cyclizations, reagents therefor, and compounds produced thereby 发明人:SNYDER SCOTT ALAN; TREITLER DANIEL S; BRUCKS ALEXANDRIA P; GOLLNER ANDREAS; CHIRIAC MARIA I; WRIGHT NATHAN E; PFLUEGER JASON J; BREAZZANO STEVEN P 权利人:SNYDER SCOTT ALAN; TREITLER DANIEL S; BRUCKS ALEXANDRIA P; GOLLNER ANDREAS; CHIRIAC MARIA I; WRIGHT NATHAN E; PFLUEGER JASON J; BREAZZANO STEVEN P; UNIV COLUMBIA 摘要:This disclosure is related to halonium compounds useful for cyclization of polyenes, alkenoic acids, and alkenyl alkyl ethers, and halogenation of aromatic compounds. The synthesis of such halonium compounds, compounds made using such halonium compounds, and synthesis of natural compounds, including decalins, using the halonium compounds is also disclosed. A representative halonium compound of the disclosure is:
1: Han EJ, Fernando IPS, Kim HS, Lee DS, Kim A, Je JG, Seo MJ, Jee YH, Jeon YJ, Kim SY, Ahn G. (-)-Loliolide Isolated from Sargassum horneri Suppressed Oxidative Stress and Inflammation by Activating Nrf2/HO-1 Signaling in IFN-γ/TNF-α-Stimulated HaCaT Keratinocytes. Antioxidants (Basel). 2021 May 27;10(6):856. doi: 10.3390/antiox10060856. 43:128096. doi: 10.1016/j.bmcl.2021.128096. Epub 2021 May 10. 276:114182. doi: 10.1016/j.jep.2021.114182. Epub 2021 May 5. 10(5):675. doi: 10.3390/antiox10050675.
合成参考文献
参考文献:10.1021/np9008078 摘要:Cheng SY, Huang KJ, Wang SK, Wen ZH, Chen PW, Duh CY. Antiviral and anti-inflammatory metabolites from the soft coral Sinularia capillosa. J Nat Prod. 2010 Apr 23;73(4):771–5. doi: 10.1021/np9008078.