130146-83-7Relevant academic research and scientific papers
Azadiene Diels-Alder cycloaddition of fulvenes: A facile approach to the [1]pyrindine system
Hong, Bor-Cherng,Wu, Jian-Lin,Gupta, Arun Kumar,Hallur, Mahanandeesha Siddappa,Liao, Ju-Hsiou
, p. 3453 - 3456 (2004)
(Chemical Equation Presented) Regioselective and stereoselective inverse-electron-demand Diels-Alder reaction of N-sulfonyl-1-aza-1,3-butadiene with fulvenes are described. The methodology provides an efficient and novel route to tetrahydro-[1]pyrindine s
Diastereoselective Diels-Alder reactions of N-sulfonyl-1-aza-1,3-butadienes with optically active enol ethers: An asymmetric variant of the 1-azadiene Diels-Alder reaction
Clark, Ryan C.,Pfeiffer, Steven S.,Boger, Dale L.
, p. 2587 - 2593 (2007/10/03)
The first detailed study of a room-temperature asymmetric Diels-Alder reaction of N-sulfonyl-1-aza-1,3-butadienes is reported enlisting a series of 19 enol ethers bearing chiral auxiliaries, with many providing highly diastereoselective (endo and facial diastereoselection) reactions, largely the result of an exquisitely organized [4+2] cycloaddition transition state. Three new, readily accessible, and previously unexplored auxiliaries rationally emerged from the studies and provide remarkable selectivities (two of these give 49:1 endo:exo and 48:1 facial selectivity) that promise to be useful in systems beyond those detailed.
Inverse electron demand Diels-Alder reactions of N-sulfonyl α,β-unsaturated imines: A general approach to implementation of the 4π participation of 1-aza-1,3-butadienes in Diels-Alder reactions
Boger, Dale L.,Corbett, Wendy L.,Curran, Timothy T.,Kasper
, p. 1713 - 1729 (2007/10/02)
Full details of a study of the inverse electron demand Diels-Alder reactions of W-sulfonyl-1 -aza-1,3-tmtadienes are described. The α,β-unsaturated N-sulfonylimines proved accessible through clean, homolytic rearrangement of in situ generated oxime O-sulf
Diels-Alder Reactions of 1-Aza-1,3-butadienes: Room Temperature, Endo-Selective LUMOdiene-Controlled Cycloaddition Reactions of N-Sulfonyl-4-(ethoxycarbonyl)-1-aza-1,3-butadiene
Boger, Dale L.,Curran, Timothy T.
, p. 5439 - 5442 (2007/10/02)
The room temperature, endo-selective LUMOdiene-controlled Diels-Alder reactions of N-(phenylsulfonyl)- and N-(methylsulfonyl)-4-(ethoxycarbonyl)-1-aza-1,3-butadiene (3-4) are described, and the results represent a demonstration of the cyc
