94632-39-0Relevant articles and documents
Structural elucidation, total synthesis, and cytotoxic activity of effphenol A
Chen, Shanchong,Chen, Yuchan,Dong, Chunmao,Liu, Hongxin,Liu, Zhaoming,Tan, Haibo,Zhang, Weimin,Zhang, Xiao
supporting information, p. 9035 - 9038 (2020/11/27)
A highly substituted phenol derivative, effphenol A (1), was isolated from the deep-sea-derived fungus Trichobotrys effuse FS524. Its complete structural assignment was established through a combination of spectroscopic analysis together with single-crystal X-ray diffraction experiments and further unequivocally confirmed by a biomimetic total synthesis. Structurally, effphenol A possesses a poly-substituted 6-5/6/6 tetracyclic ring system, which represents the first case of such a skeleton found in nature. Furthermore, the cytotoxic activity of effphenol A (1) toward four human cancer cell lines was assayed. This journal is
Enol Ethers, XIV. Acylation of Keto Enol Ethers with Malonyl Dichloride - A New Synthesis of Phloroglucinols
Effenberger, Franz,Schoenwaelder, Karl-Heinz
, p. 3270 - 3279 (2007/10/02)
Phloroglucinols 4 and/or 4-hydroxy-2H-pyran-2-ones 5 are formed from keto enol ethers 1 and malonyl dichloride (2a) in high yields.Since the pyranones 5 can be smoothly converted into phloroglucinols, the reaction of 1 with 2a represents a new, facile synthetic route to phloroglucinols.The reaction proceeds via formation of a chloro carbonyl ketene 8 and its subsequent reaction with 1.The product ratio 4:5 is rationalized in terms of substituent effects in the enol ether substrate.
