60047-17-8Relevant articles and documents
One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na7PW11O39-catalyzed oxidation reactions by hydrogen peroxide
Da Silva, Márcio J.,Teixeira, Milena Galdino,Vilanculo, Castelo B.,Villarreal, Jesus Avendano
, p. 7691 - 7697 (2020/03/10)
In this work, we describe a new one-pot synthesis route of valuable linalool oxidation derivatives (i.e., 2-(5-methyl-5-vinyltetrahydrofuran-2-yl propan-2-ol) (1a)), 2,2,6-trimethyl-6-vinyltetrahydro-2H-pyran-3-ol (1b) and diepoxide (1c), using a green oxidant (i.e., hydrogen peroxide) under mild conditions (i.e., room temperature). Lacunar Keggin heteropolyacid salts were the catalysts investigated in this reaction. Among them, Na7PW11O39 was the most active and selective toward oxidation products. All the catalysts were characterized by FT-IR, TG/DSC, BET, XRD analyses and potentiometric titration. The main reaction parameters were assessed. Special attention was dedicated to correlating the composition and properties of the catalysts and their activity.
Asymmetric synthesis and structure-activity studies of the fungal metabolites colletorin A, colletochlorin A and their halogenates analogues
Marsico, Giulia,Pignataro, Barbara A.,Masi, Marco,Evidente, Antonio,Casella, Francesca,Zonno, Maria Chiara,Tak, Jun-Hyung,Bloomquist, Jeffrey R.,Superchi, Stefano,Scafato, Patrizia
, p. 3912 - 3923 (2018/06/08)
The first asymmetric total synthesis of both enantiomers of the natural products colletorin A and colletochlorin A is presented. The proposed methodology is based on the coupling reaction between highly substituted aromatic Gilman cuprates and optically active allyl bromides, in turn obtained by Sharpless asymmetric dihydroxylation. The latter ensured a high degree of regio- and stereocontrol in the enantioselective step of the synthesis. The same synthetic strategy has been also applied for the preparation of differently halogenated synthetic analogues of colletochlorin A in high enantiomeric purity. The enantioselective synthesis of colletorin A and colletochlorin A allows to reliably assign their absolute configuration. Preliminary assessment of their herbicidal and insecticidal properties evidence the possibility to modulate the bioactivity of these compounds, highlighting its dependence on both the absolute stereochemistry and the halogen nature.
Method for preparing furan-type oxidized linalool
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Paragraph 0030-0057, (2017/09/13)
The invention discloses a method for preparing furan-type oxidized linalool. The method specifically comprises the following steps: firstly, at the room temperature, mixing and stirring 4H-5-(1-hydroxyl-1-methyl ethyl)-2-methyl-2-furan ethanol, paratoluensulfonyl chloride and alkali to implement reaction, after the reaction is completed, adjusting the pH value to be neutral by using an acid solution, extracting, drying and filtering; performing evaporation concentration on the filtrate so as to obtain sulfonate; adding potassium tert-butoxide and tertiary butanol into the sulfonate, and performing reaction at 70-80 DEG C so as to obtain a crude product; and performing purification treatment on the crude product, thereby obtaining the furan-type oxidized linalool. The method disclosed by the invention is easy in raw material obtaining, simple in preparation process, convenient to operate, relatively low in production cost and applicable to industrial production.