Safety of 2,5-DimethoxytetrahydrofuranIn 2022 ,《Lactam Strategy Using Amide-Selective Nucleophilic Addition for Quick Access to Complex Amines: Unified Total Synthesis of Stemoamide-Type Alkaloids》 was published in Bulletin of the Chemical Society of Japan. The article was written by Sugiyama, Yasukazu; Soda, Yasuki; Yoritate, Makoto; Tajima, Hayato; Takahashi, Yoshito; Shibuya, Kana; Ogihara, Chisato; Yokoyama, Takashi; Oishi, Takeshi; Sato, Takaaki; Chida, Noritaka. The article contains the following contents:
In this article, the authors report full details of the unified total synthesis of stemoamide-type alkaloids by chemoselective assembly of five-membered rings based on the lactam strategy. First, the concise and gram-scale synthesis of tricyclic stemoamide was achieved by vinylogous Michael addition-reduction sequence of an unsaturated γ-lactam with an unsaturated γ-lactone, followed by N-alkylation to form the seven-membered ring. From stemoamide as a common intermediate, chemoselective nucleophilic addition of unsaturated lactone derivatives provided tetracyclic natural products. While stemonine was obtained by an Ir-catalyzed lactam-selective reductive Mannich reaction, saxorumamide and isosaxorumamide were produced through the lactone-selective nucleophilic addition of the lithiated 2-silyl furan. The developed conditions for the lactam-selective nucleophilic reactions were highly general, and were found to be applicable to the total synthesis of pentacyclic stemocochinin and isostemocochinin. The strategy enabled the concise and unified total synthesis of tricyclic, tetracyclic and pentacyclic stemoamide-type alkaloids within 12 steps from a com. available compound The experimental part of the paper was very detailed, including the reaction process of 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3Safety of 2,5-Dimethoxytetrahydrofuran)
2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Safety of 2,5-Dimethoxytetrahydrofuran
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem