85909-04-2Relevant articles and documents
Total Synthesis and Antitrypanosomal Activity of Janadolide and Simplified Analogues
Chung, Jonathan H.,Corcilius, Leo,Geraghty, Kieran,Kaiser, Marcel,Payne, Richard J.,Tang, Arthur H.
supporting information, (2020/04/20)
Janadolide is a cyclic depsipeptide natural product isolated from the marine cyanobacterium Okeania sp. Herein, we describe the total synthesis of janadolide, along with eight simplified analogues, via an efficient solid-phase strategy. Crucial to the synthesis of the natural product was the construction of a key polyketide fragment via an enantioselective (-)-B-chlorodiisopinocampheylborane-mediated reduction and a B-alkyl Suzuki reaction. Janadolide and the simplified analogues exhibited antitrypanosomal activity against pathogenic Trypanosoma brucei rhodesiense and Trypanosoma cruzi parasites.
Aldehydes as potential acylating reagents for oxidative esterification by inorganic ligand-supported iron catalysis
Yu, Han,Wang, Jingjing,Wu, Zhikang,Zhao, Qixin,Dan, Demin,Han, Sheng,Tang, Jiangjiang,Wei, Yongge
supporting information, p. 4550 - 4554 (2019/08/21)
The oxidative esterification of various aldehydes with alcohols could be achieved by a heterogeneous iron(iii) catalyst supported on a ring-like POM inorganic ligand under mild conditions, affording the corresponding esters, including several drug molecules and natural products, in high yields. ESI-MS and control experiments demonstrated that POM-FeV(O) was the active catalytic species and the plausible mechanism was presented. More importantly, the 6th run of the iron catalyst recycles shows only a slight decrease in the yield.
Direct Catalytic Alcoholysis of Unactivated 8-Aminoquinoline Amides
Deguchi, Toru,Xin, Hai-Long,Morimoto, Hiroyuki,Ohshima, Takashi
, p. 3157 - 3161 (2017/06/09)
Direct catalytic alcoholysis of unactivated amides is one of the most difficult challenges in organic chemistry, and an applicable method for cleaving amides used as directing groups in regioselective functionalization reactions has not been reported. Herein, we report direct catalytic alcoholysis of 8-aminoquinoline amides, which are highly effective directing groups in regioselective functionalization reactions. The reactions proceeded with a simple combination of substrates, air-stable catalysts, and alcohols, affording the corresponding esters in good yields with broad functional group tolerance. Highly chemoselective cleavage of the 8-aminoquinoline amides in the presence of related carbonyl functionalities and preliminary mechanistic studies are also described.
