40427-14-3Relevant academic research and scientific papers
Stereoselective Palladium-Catalyzed 1,3-Arylboration of Unconjugated Dienes for Expedient Synthesis of 1,3-Disubstituted Cyclohexanes
Pang, Hailiang,Wu, Dong,Cong, Hengjiang,Yin, Guoyin
, p. 8555 - 8560 (2019)
As significant pharmacophores, 1,3-disubstituted cyclohexanes are widespread in natural products and synthetic bioactive molecules. In this work, we describe a palladium-catalyzed arylboration of 1,4-cyclohexadienes, which allows expeditious access to an array of functionalized 1,3-disubstituted cyclohexanes from the readily available starting materials. Palladium catalysis enables the arylboration to proceed in a reversed regioselectivity compared with earlier nickel catalysis. The most striking feature of this protocol lies in the 1,3-regioselectivity and exclusive cis-diastereoselectivity. Intriguingly, the success of this three-component reaction does not rely on the application of dative ligands but a cheap ammonium chloride salt instead. The synthetic utility of this method is highlighted by a series of downstream stereospecific transformations and a drug molecule synthesis.
Intramolecular cyclopropylmethylation via non-classical carbocations
Skvorcova,Jirgensons
supporting information, p. 6909 - 6912 (2017/09/01)
Cyclopropyl-cyclopropyl rearrangement can be achieved selectively by intramolecular trapping of cyclopropylmethyl carbenium ions with an internal nucleophile. This can be exploited as a useful method for the introduction of a cyclopropyl group into complex molecules using readily accessible disubstituted cyclopropane intermediates.
RENIN INHIBITORS
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Page/Page column 33-34, (2008/12/05)
The present invention relates to disubstituted piperidinyl renin inhibitor compounds having the structure (Formula I) and their use in treating cardiovascular events and renal insufficiency.
NOVEL CASE OF RENIN INHIBITORS
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Page/Page column 37-38, (2009/01/20)
The present invention relates to piperidine-based renin inhibitor compounds having carboxylate or carboxylic acid terminal groups. The disclosed low molecular weight, orally active renin inhibitors are of non-peptide nature and have long duration of action. The compounds can be used in the treatment of cardiovascular events and renal insufficiency.
Ruthenium complexes containing diamine-based ligands as catalysts for insertion of carbenes into O-H bonds of alcohols
Simal, Francois,Demonceau, Albert,Noels, Alfred F.
, p. 63 - 66 (2007/10/03)
Ruthenium complexes with N-(p-toluenesulfonyl)-diamine ligands are efficient catalysts for insertion of carbenes generated from diazo compounds into O-H bonds of alcohols.
Synthesis of &γ-Aminobutyric Acid Analogue of Restricted Conformation. Part 1. The 2-Aminocycloalkylacetic Acids
Kennewell, Peter D.,Matharu, Saroop S.,Taylor, John B.,Westwood, Robert,Sammes, Peter G.
, p. 2553 - 2562 (2007/10/02)
The syntheses of cis- and trans-2-aminocyclopropyl, -cyclobutyl, -cyclopentyl, and cyclohexylacetic acids as γ-aminobutyric acid analogues of restricted conformation are described.Mass spectral evidence fully supports the stereochemical assignements of configurational isomers.
TRANSITION-METAL-CATALYZED REACTIONS OF DIAZOCOMPOUNDS, EFFICIENT SYNTHESIS OF FUNCTIONALIZED ETHERS BY CARBENE INSERTION INTO THE HYDROXYLIC BOND OF ALCOHOLS
Noels, A. F.,Demonceau, A.,Petiniot, N.,Hubert, A. J.,Teyssie, Ph.
, p. 2733 - 2739 (2007/10/02)
An efficient catalytic synthesis of unsaturated ethers by carbene insertion (with diazoesters as carbene precursors) into the OH bond of unsaturated alcohols is reported.The regioselectivity for the OH insertion is high.However, depending on the catalyst counter-ions and the diazoester alkoxy group, addition to the unsaturated centre can be promoted to some extent, yielding then cyclopropyl and cyclopropenyl carbinols.The mechanistic aspects of the reactions are discussed.
Stereoselective Synthesis of Optically Active Dictyopterenes A and B and Their Geometrical Isomers
Kajiwara, Tadahiko,Nakatomi, Toshihiro,Sasaki, Yasushi,Hatanaka, Akikazu
, p. 2099 - 2104 (2007/10/02)
Optically active dictyopterenes A and B and their geometrical isomers were stereoselectively synthesized by condensation of acrolein with carboethoxymethyl dimethylsulfonium bromide and by the Wittig reaction between (+)-2-vinylcyclopropylcarbaldehyde, which was derived from partially resolved (+)-(1S,2R)-2-vinylcyclopropanecarboxylic acid, and phosphonium salts in liquid-solid two-phase systems using crown ethers.
