36399-24-3Relevant academic research and scientific papers
Organocatalytic Trapping of Elusive Carbon Dioxide Based Heterocycles by a Kinetically Controlled Cascade Process
Bo, Carles,Kleij, Arjan W.,Limburg, Bart,Qiao, Chang,Sprachmann, Josefine,Villar-Yanez, Alba
supporting information, p. 18446 - 18451 (2020/08/21)
A conceptually novel approach is described for the synthesis of six-membered cyclic carbonates derived from carbon dioxide. The approach utilizes homoallylic precursors that are converted into five-membered cyclic carbonates having a β-positioned alcohol group in one of the ring substituents. The activation of the pendent alcohol group through an N-heterocyclic base allows equilibration towards a thermodynamically disfavored six-membered carbonate analogue that can be trapped by an acylating agent. Various control experiments and computational analysis of this manifold are in line with a process that is primarily dictated by a kinetically controlled acylation step. This cascade process delivers an ample diversity of six-membered cyclic carbonates in excellent yields and chemoselectivities under mild reaction conditions.
Preparation method and application of 2-hydroxymethyloxetane derivative
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, (2018/12/14)
The invention discloses a preparation method and application of a 2-hydroxymethyloxetane derivative. The method comprises the following steps that a compound II and a compound III are used as raw materials; Barbier reaction is performed to obtain a compound IV; olefinic bonds in the compound IV are cyclized and oxidized to obtain a compound V; under the alkaline condition, ring opening is performed to generate a compound VI; after ring closing reaction, a compound VII is obtained; finally, benzyl protecting groups are removed to obtain the 2-hydroxymethyloxetane derivative (the compound I).
Green Organocatalytic Dihydroxylation of Alkenes
Theodorou, Alexis,Triandafillidi, Ierasia,Kokotos, Christoforos G.
, p. 1502 - 1509 (2017/04/01)
An inexpensive, green, metal-free one-pot procedure for the dihydroxylation of alkenes is described. H2O2 and 2,2,2-trifluoroacetophenone were employed as the oxidant and organocatalyst, respectively, in this highly sustainable protocol in which a variety of homoallylic alcohols, aminoalkenes, and simple alkenes were converted into the corresponding polyalcohols in good to excellent yields. This process takes advantage of an epoxidation reaction followed by an acidic treatment in which water participates in the ring opening of the in situ prepared epoxide to lead to the desired product.
Novel pyrrolopyridine derivatives and its use as HIV inhibitor
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Paragraph 0132; 0133; 0139-0141; 0189; 0190; 0195; 0196, (2018/03/09)
The present invention relates to a pyrrolopyridine derivative expressed as chemical formula 1, specifically a compound including a substituent group having an oxatane group in R1, its stereoisomer or racemic body, their pharmaceutically acceptable salts or their solvate, a manufacturing method thereof, and an antivirus composition containing the same as an active ingredient, wherein the compound expressed as chemical formula 1 has excellent selectivity and physiological activity with respect to wild type or resistant HIV-1 and therefore can be used as a remedy for AIDS.
Stereoselective synthesis of polysubstituted tetrahydropyrans by radical cyclization of epoxides using a transition-metal radical source
Banerjee, Biplab,Roy, Subhas Chandra
, p. 489 - 497 (2007/10/03)
Epoxyalkyl propargyl ethers 3a-f and allyl epoxyalkyl ethers 6a-c smoothly undergo radical cyclization reactions using a titanium(III) species (Cp 2TiCl) as the radical initiator to form polysubstituted tetrahydropyrans 4a-f and 7a-c in good yi
Transformation of homoallylic alcohol oxides into 3-hydroxytetrahydrofurans in aqueous HClO4
Chirskaya,Vasil'ev,Shorshnev,Sviridov
, p. 1300 - 1303 (2008/02/05)
Hydrolysis of allyl carbinol oxides in aqueous HClO4 gave the corresponding 1,2,4-triols. On heating in the same reaction medium, they underwent cyclization into 3-hydroxytetrahydrofurans. The method is restricted to substrates that can generat
TRANSPOSITION DES OXIRANNES-ETHANOLS PAR L'INTERMEDIAIRE D'ALCOXYETAINS
Bats, J. -P.,Moulines, J.,Picard, P.,Leclercq, D.
, p. 2139 - 2146 (2007/10/02)
Oxiraneethoxytributyltins prepared from the corresponding oxiraneethanols, on heating at 200 deg C gave, after demetalation with isophthalic acid, 2-oxetanemethanols and/or 3-oxolanols.As appears from about thirty rearrangements the choice between oxetane and oxolane formation is dependent on: (1) the relative degree of substitution of the oxirane ring; cyclization occuring predominantly at the more substituted carbon; and (2) the configuration of the oxirane ring, when both its ends are equally substituted; cis form being more suitable for genaration of the smaller ring.The reaction is shown to proceed with inversion of configuration at the site of oxygen attack.The results of attempts to perform the rearrangement in dilute-phase or throught alkaline metal alkoxides in various media support the conclusion that there is a large contribution by electrophilic assistance to the oxirane ring opening.Such assistance can be efficiently provided by a tin atom in a push-pull mechanism which accomodates all the facts.The present method of oxiraneethanol rearrangement may offer a convenient route to functional oxetanes.
