Haeggman, Nicklas O.; Zank, Benjamin; Jun, HyunJune; Kaldre, Dainis; Gleason, James L. published an article in 2018, the title of the article was Diazepane Carboxylates as Organocatalysts in the Diels-Alder Reaction of α-Substituted Enals.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate And the article contains the following content:
Et diazepane carboxylate efficiently catalyzes the Diels-Alder cycloaddition of α-substituted-α,β-unsaturated aldehydes via iminium ion organocatalysis. The reaction is applicable to a range of dienes and dienophiles and generally proceeds at room temperature in the presence of 5 mol-% catalyst and 2.5 mol-% triflic acid co-catalyst. The incorporation of a stereogenic center on the diazepane backbone in combination with a menthyl carbamate produces a catalyst which affords enantioselectivities of 70-95 % ee for the cycloaddition of cyclopentadiene with a range of dienophiles. The enantioselectivity is rationalized via a transition state in which electrostatic stabilization by the carboxylate directs the diene to the more hindered face of the dienophile. The experimental process involved the reaction of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate(cas: 14602-86-9).Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate
The Article related to diazepane carboxylate organocatalyst preparation stereoselective diels alder cycloaddition, stereoselective diels alder cycloaddition enal mol modeling, General Organic Chemistry: Synthetic Methods and other aspects.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl carbonochloridate
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