84307-77-7Relevant academic research and scientific papers
Biomimetic aerobic C-H olefination of cyclic enaminones at room temperature: Development toward the synthesis of 1,3,5-trisubstituted benzenes
Yu, Yi-Yun,Georg, Gunda I.
, p. 1359 - 1369 (2014/05/06)
A green and mild protocol for the dehydrogenative olefination of cyclic enaminones was devised via palladium catalysis at room temperature using oxygen as the terminal oxidant. The synthetic utility of the olefinated cyclic enaminones afforded a series of
Rapid synthesis of carbohydrate derivatives, including mimetics of C-linked disaccharides and C-linked aza disaccharides, using the hetero-Diels-Alder reaction
Burland, Peter A.,Coisson, David,Osborn, Helen M. I.
supporting information; experimental part, p. 7210 - 7218 (2011/02/22)
In this work we demonstrate the value of performing a hetero-Diels-Alder reaction (HDAR) between Danishefsky's diene and a range of aldehydes or imines, under microwave irradiation. By using a range of aldehydes and imines, including those derived from carbohydrates, access to functionalized 2,3-dihydro-4H- pyran-4-ones or 2,3-dihydro-4-pyridinones in good to excellent synthetic yields is possible. A particular strength of the methodology is its ability to access mimetics of C-linked disaccharides and C-linked aza disaccharides, targets of current therapeutic interest, in a rapid, convenient, and diastereoselective manner. The effect of high pressure on the HDARs involving carbohydrate-derived aldehydes and imines is also explored, with enhancement in yields occurring for the aldehyde substrates. Finally, HDARs using carbohydrate derived ketones, enones, and enals are described under a range of conditions. Optimum results were obtained under high-pressure conditions, with highly functionalized carbohydrate derivatives being afforded, in good yields, in this way.
Ionic liquid promoted aza-Diels-Alder reaction of Danishefsky's diene with imines
Pégot, Bruce,Vo-Thanh, Giang
, p. 1409 - 1412 (2007/10/03)
A highly efficient procedure for the synthesis of 2-substituted-2,3- dihydro-4-pyridone derivatives through the aza-Diels-Alder reaction under 'green chemistry' conditions is described. The reaction of Danishefsky's diene with imines has been found to per
ON THE LEWIS ACID CATALYZED CYCLOCONDENSATION OF IMINES WITH A SILOXYDIENE
Kerwin, James F.,Danishefsky, Samuel
, p. 3739 - 3742 (2007/10/02)
A hetero Diels-Alder route to 5,6-dihydro-γ-pyridones is described.
