22381-57-3Relevant academic research and scientific papers
A metal-free strategy for the cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol
Chang, Yu-Lun,Huang, Sheng-Hua,Kudale, Vishal Suresh,Wang, Jeh-Jeng,Zheng, Sheng
supporting information, p. 1226 - 1230 (2022/02/21)
Here, we report a metal-free approach for the construction of methylene-bridged bis-1,3-dicarbonyl compounds via cross-dehydrogenative coupling of 1,3-dicarbonyl compounds with 2-methoxyethanol. In addition, we have extended this methodology to synthesize tetra-substituted pyridine derivatives using 1,3-dicarbonyl, 2-methoxyethanol and NH4OAc in one step. The key advantages include accepting a wide range of substrates, utilizing O2 as the sole oxidant, and synthesizing biologically active compounds such as 1,4-dihydropyridine and pyrazole. This journal is
A chelation effect on the pathway between intramolecular hydrodimerization and pinacol coupling
Handy, Scott T.,Omune, Duncan
, p. 1553 - 1555 (2007/10/03)
(Chemical Equation Presented) Depending upon the reaction conditions, the reductive cyclization affords either the pinacol or normal hydrodimerization- type products. This selectivity is highly dependent upon the substitution at the β-position of the enon
UNACTIVATED TERPENES AS 2? COMPONENTS IN INTERMOLECULAR HETERO DIELS-ALDER REACTIONS. A SHORT STEREOCONTROLLED APPROACH TO THE ROBUSTADIAL AND EUGLOBAL SKELETON.
Krause, Michael,Hoffmann, H. Martin R.
, p. 6629 - 6632 (2007/10/02)
A convergent route to the polyketide sesquiterpene skeleton of robustadial and euglobal is described.
Preparation, Reactivity, and Spectral Properties of 1,3-Dioxin Vinylogous Esters: Versatile β-Ketovinyl Cation Equivalents
Smith, Amos B.,Dorsey, Bruce D.,Ohba, Masashi,Lupo, Andrew T.,Malamas, Michael S.
, p. 4314 - 4325 (2007/10/02)
A full account of the preparation, reactivity, and spectral properties of three 1,3-dioxin vinylogous esters (4-6) is presented.The synthetic approach of these versatile β-ketovinyl cation equivalents involves a BF3*Et2O-promoted Prins reaction between cyclic 1,3-diketones (i.e., 1,3-cyclopentanedione, 1,3-cyclohexanedione, and 1,3-cycloheptanedione) and either formaldehyde or trioxane.The reactions explored include reductive and alkylative 1,3-ketone transpositions, affording a variety of simple β-unsubstituted and β-substituted α-hydroxymethyl α,β-enones, alkylations with carbon electrophiles, and hydroxylations with oxygen electrophiles.
