1352143-60-2

Upstream product

• 915222-02-5 5-[1-((1R,2R)-2-Amino-cyclohexylamino)-ethylidene]-1,3-dimethyl-pyrimidine-2,4,6-trione 
• 915222-03-6 5-[1-((1R,2R)-2-Dibenzylamino-cyclohexylamino)-ethylidene]-1,3-dimethyl-pyrimidine-2,4,6-trione 
• 1493-13-6 trifluorormethanesulfonic acid 
• 593284-15-2 (1R,2R)-N,N-dibenzyl-1,2-diaminocyclohexane 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 

Relevant academic research and scientific papers

Highly enantioselective aldol reactions using a tropos dibenz[c,e]azepine organocatalyst

The four-step synthesis of a chiral primary tertiary diamine salt, possessing a tropos dibenz[c,e]azepine ring is described. It is shown that 3.5-5 mol % of this salt is capable of promoting highly enantioselective crossed-aldol reactions between cyclohexanone and a series of aromatic aldehydes. In all cases, the aldol reactions proceed with high diastereoselectivity for the anti-aldol product. The outcome of crossed-aldol reactions involving other cyclic ketones and acyclic ketones are also described. All examples involving cyclic ketones result in selectivity for the anti-aldol products, whereas acyclic ketones were found to favour the syn-aldol products. A discussion on the role of the chiral primary tertiary diamine salt in the catalysis of the aldol reactions is also presented.