27801-76-9Relevant academic research and scientific papers
Iron-Catalyzed Intermolecular Functionalization of Non-Activated Aliphatic C?H Bonds via Carbene Transfer
Rodríguez, Mònica,Font, Gemma,Nadal-Moradell, Joel,Hernán-Gómez, Alberto,Costas, Miquel
supporting information, p. 5116 - 5123 (2020/10/06)
The modification of strong Csp3?H bonds via iron carbene intermediates under mild reaction conditions has been an important challenge with attractive prospective in organic synthesis. In this work, we show the efficient combination of an electrophilic iron catalyst with a lithium Lewis acid for the functionalization of strong Csp3?H bonds of cyclic and linear alkanes by the activation of commercially available ethyl diazoacetate (EDA). The reaction proceeds with good yields, under mild reaction conditions (40 °C) and large excess of substrate is not needed. In addition, excellent activity is observed in the cyclopropanation of challenging aliphatic olefins. (Figure presented.).
A Rh(III)-Catalyzed Formal [4+1] Approach to Pyrrolidines from Unactivated Terminal Alkenes and Nitrene Sources
Lee, Sumin,Lei, Honghui,Rovis, Tomislav
supporting information, p. 12536 - 12540 (2019/08/26)
We have developed a formal [4+1] approach to pyrrolidines from readily available unactivated terminal alkenes as 4-carbon partners. The reaction provides a rapid construction of various pyrrolidine containing structures, especially for the diastereoselect
A Novel and Highly Stereoselective Approach to Aza-Spirocycles. A Short Total Synthesis of 2-epi-(±)-Perhydrohistrionicotoxin and an Unprecedented Decarboxylation of 2-Pyrones
McLaughlin, Michael J.,Hsung, Richard P.,Cole, Kevin P.,Hahn, Juliet M.,Wang, Jiashi
, p. 2017 - 2020 (2007/10/03)
(Matrix Presented) A novel and highly stereoselective synthesis of aza-spirocycles is described. An application of this methodology is illustrated as a short and concise total synthesis of 2-epi-(±)-perhydrohistrionicotoxin with high diastereomeric contro
Regioselective Photocycloadditions of Benzoquinones to Alkylidenecyclohexanes: A New Synthetic Resource
Ciufolini, Marco A.,Rivera-Fortin, M. Angelica,Byrne, Norman E.
, p. 3505 - 3508 (2007/10/02)
Benzoquinones add regioselectively to alkylidenecyclohexanes.The photoadducts are converted into useful building blocks in good yield.
SYNTHESIS OF CYCLOHEXYLALIPHATIC ACIDS AND THEIR PHARMACOLOGICAL PROPERTIES
Kuchar, Miroslav,Brunova, Bohumila,Grimova, Jaroslava,Vanecek, Stanislav,Holubek, Jiri
, p. 2896 - 2908 (2007/10/02)
A series of substituted cyclohexylacetic acids I has been obtained by hydrogenation of the unsaturated analogues II and III.Esters of these analogues were prepared by the Horner-Wittig reaction of the corresponding cyclohexanones IV and/or 2-cyclohexenones V with triethyl phosphonoacetate.These esters were obtained in two isomeric forms (Z and E), differing in the double bond in the exo-position.The derivatives with a substituent in the 2-position exhibited a partial shift of the double bond to the cyclohexane ring; this shift was especially marked in the 2-phenyl derivative.With the acids I-III, activation of fibrinolysis was assessed by the hanging clot method; the anti-inflammatory effect was assessed by inhibition of two experimental model inflammations.The regression equation relating fibrinolytic capacity to lipophilicity was a quadratic one, the logarithm of optimum lipophilicity being log Popt = 5.55.A qualitative assessment of the anti-inflammatory effect in relation to lipophilicity suggests that log Popt is probably higher than with arylaliphatic acids.These acids seem to have an active site different from that of the acids I-III.
A New Synthesis of α,β-Unsaturated Carboxylic Esters Using Dialkyltelluronium Carbethoxymethylide
Osuka, Atsuhiro,Mori, Yasuo,Shimizu, Hirohito,Suzuki, Hitomi
, p. 2599 - 2602 (2007/10/02)
Dialkyltelluronium carbethoxymethylide was found to condense with a variety of carbonyl compounds to yield α,β-unsaturated carboxylic esters in good yields.
