107052-38-0Relevant academic research and scientific papers
A simple and efficient approach for the preparation of dihydroxanthyletin, xanthyletin, decursinol and marmesin
Kommera, Rajkumar,Bhimapaka, China Raju
, p. 3204 - 3211 (2020)
A simple and efficient approach has been developed for the preparation of coumarin natural products such as dihydroxanthyletin, xanthyletin, decursinol and marmesin starting from commercially available 2,4-dihydroxybenzaldehyde with very good yields. Wittig homologation and Claisen rearrangement are the protocols used to achieve these molecules.
Improved preparation of 3-(1,1-dimethylallyl)decursinol
Jiang, Xiangrui,Li, Jianfeng,Zhang, Rongxia,Guo, Hongli,Huang, Shaolei,Shena, Jingshan
experimental part, p. 560 - 562 (2009/09/06)
(Chemical Equation Presented) An improved preparation method of 3-(1,1-dimethylallyl)decursinol from inexpensive commercially available start material was described. In the cyclization of 13, silica gel was used as catalyst to give 1 with high purity and satisfying yield.
Enantioselective synthesis of chromans for the preparation of enantiopure vitamin E and analogues
Tietze, Lutz F.,G?rlitzer, Jochen
, p. 877 - 885 (2007/10/03)
Coupling of the differently protected (hydroxymethyl)enynes 11 a-e and 12a-c with the iodoarene 7 in the presence of catalytic amounts of Pd(PPh3)4 afforded the arylenynes 5a-e and 6a-c which were transformed into the monoprotected chiral trihydroxy compounds 13 a-d and 14a,b by Sharpless bishydroxylation with >95% ee for 13 a-d, 91% ee for 14b, and 64% ee for 14a. A 5-step transformation of 13a led to the desired chroman derivative 3a which was cleaved to give the aldehyde 2 a known precursor for the enantioselective synthesis of vitamin E.
Biological Activity of Marmesin and Demethylsuberosin against a Generalist Herbivore, Spodoptera exigua (Lepidoptera: Noctuidae)
Trumble, John T.,Millar, Jocelyn G.
, p. 2859 - 2864 (2007/10/03)
No significant effects were observed in bioassays designed to measure impact of the furanocoumarin precursors demethylsuberosin and marmesin on typical physiological parameters (survival and development rate) of the generalist herbivore, Spodoptera exigua (Huebner). The linear furanocoumarin psoralen did increase developmental times and reduce survival. All of these compounds were demonstrated to have significant behavioral (feeding deterrence) effects against both first and third instars of S. exigua in diet-incorporation bioassays. In tests initiated with first instars, significantly (P 0.05) more larvae preferred control diet to diet containing marmesin or psoralen on all five sample dates; control diets were significantly preferred to diets with demethylsuberosin on three of five sample dates. Similar results were observed for tests initiated with third instar larvae, but the avoidance of demethylsuberosin-containing diets was stronger. Therefore, assaying furanocoumarin precursors just for effects on growth and survival may not provide an accurate picture of the ecological importance of these compounds.
Tandem Thermal Claisen-Cope Rearrangements of Coumarate Derivatives. Total Syntheses of the Naturally Occuring Coumarins: Suberosin, Demethylsuberosin, Ostrithin, Balsamiferone and Gravelliferone
Cairns, Nicholas,Harwood, Laurence M.,Astles, David P.
, p. 3101 - 3108 (2007/10/02)
Thermal Claisen rearrangements of derivatives of 4'-O-methyl and 4'-O-benzyl methyl coumarates 3, prepared from the corresponding umbelliferone derivatives, have been investigated.Simple allyl derivatives rearrange predominantly to the vacant ortho-positi
