24765-53-5Relevant academic research and scientific papers
An aryne triggered ring-opening fluorination of cyclic thioethers with potassium fluoride
Fan, Rong,Liu, Binbin,Zheng, Tianyu,Xu, Kun,Tan, Chen,Zeng, Tianlong,Su, Shuaisong,Tan, Jiajing
supporting information, p. 7081 - 7084 (2018/07/05)
Herein, we report an aryne triggered ring-opening fluorination protocol of a great variety of saturated sulfur heterocycles. A key factor for the success is the identification of a suitable mediator. Compared to previous methods, this transition-metal free protocol employs low-cost potassium fluoride as the fluorine source. The operational simplicity and mild reaction conditions allow for the rapid synthesis of a wide range of aliphatic fluoride compounds in good yields.
Isomerization of olefins triggered by rhodium-catalyzed C-H bond activation: Control of endocyclic β-hydrogen elimination
Yip, Stephanie Y. Y.,A?ssa, Christophe
supporting information, p. 6870 - 6873 (2015/06/02)
Five-membered metallacycles are typically reluctant to undergo endocyclic β-hydrogen elimination. The rhodium-catalyzed isomerization of 4-pentenals into 3-pentenals occurs through this elementary step and cleavage of two C-H bonds, as supported by deuterium-labeling studies. The reaction proceeds without decarbonylation, leads to trans olefins exclusively, and tolerates other olefins normally prone to isomerization. Endocyclic β-hydrogen elimination can also be controlled in an enantiodivergent reaction on a racemic mixture.
Facile reduction of malonate derivatives using NaBH4/Br2: an efficient route to 1,3-diols
Tudge, Matthew,Mashima, Hiroko,Savarin, Cecile,Humphrey, Guy,Davies, Ian
, p. 1041 - 1044 (2008/09/17)
Borane-dimethoxyethane generated from sodium borohydride-bromine mixtures efficiently reduces a wide range of malonate derivatives to the corresponding 1,3-diols. This new reagent system represents a milder alternative to current methods available, providing the requisite 1,3-diols in higher yields over shorter reaction times.
ARYLOXYALKYLAMINE NK-1/SSRI INHIBITORS
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, (2010/02/15)
The invention encompasses compounds of Formula I, including pharmaceutically acceptable salts and solvates, their pharmaceutical compositions, and their use in treating disorders associated with an excess or imbalance of tachykinins or serotonin or both.
Unusual Tethering Effects in the Schmidt Reaction of Hydroxyalkyl Azides with Ketones: Cation-π and Steric Stabilization of a Pseudoaxial Phenyl Group
Katz, Christopher E.,Aube, Jeffrey
, p. 13948 - 13949 (2007/10/03)
The Lewis acid-promoted reactions of chiral 2-aryl-3-azido-1-propanols with 4-substituted cyclohexanones lead to iminium ethers and ultimately caprolactams (following a hydrolysis step). In this study, it is shown that these reactions afford variable ratios of products, depending on the electronic nature of the phenyl group. These results are interpreted in the context of a cation?π stabilizing effect in the product-determining reaction intermediate. Remarkably, the best selectivity was obtained when an azidopropanol reagent containing a quaternary center was used; a control experiment showed that the high selectivity observed in this result depended upon the free rotation of the pseudoaxial aromatic group in the intermediate that affords the major product. Copyright
THE DI-t-BUTYLSILYLENE PROTECTING GROUP FOR DIOLS
Trost, Barry M.,Caldwell, Charles G.
, p. 4999 - 5002 (2007/10/02)
Di-t-butyldichlorosilane reacts with diols to yield the corresponding di-t-butylsilylene derivatives.This useful protecting group is readily removed by treatment with pyridinium hydrofluoride.
