70990-38-4

Upstream product

• 13297-58-0 5,5-dimethyl-3-morpholino-2-cyclohexen-1-one 
• 70990-16-8 2-ethoxycarbonyloxy-5,5-dimethyl-3-morpholin-4-yl-cyclohex-2-enone 

Downstream Products

• 70990-42-0 2-ethoxy-5,5-dimethyl-3-morpholinocyclohex-2-en-1-one 
• 70990-44-2 5,5-dimethyl-3-morpholin-4-yl-2-(2-oxo-2-phenyl-ethoxy)-cyclohex-2-enone 
• 70990-43-1 2-benzyloxy-5,5-dimethyl-3-morpholin-4-yl-cyclohex-2-enone 

Relevant academic research and scientific papers

Aminoreductones - Investigations on species containing the carbon arrangement of dintedone and secondary amines as building blocks

The ozonation of 3-(sec-amino)-5,5-dimethylcyclohex-2-en-1-ones 4 was compared with the corresponding acyloxylations by diacylperoxides 5, making accessible 3-(sec-amino)-reductones 9. Both types of oxygenation also led to higher-oxygenated six-ring carbocyclic products (7, 8, 17), ozonation being a minor reaction path, in addition to C=C cleavage. The corresponding 2-(sec-amino)reductones 34 were generated via aminolysis of the iodonium intermediate 44 (Scheme 13), and their reductive behavior against t-BuOCl and 3-chloroperbenzoic acid (MCPBA) as oxidizing agents was compared. Attempts to generate the corresponding reductone 5,5-dimethyl-2,3-dimorpholin-4-ylcyclohex- 2-en-1-one (45) were unsuccessful (Scheme 13). Instead, the corresponding iodonium intermediate 44 suffered a Favorskii-like regioselective ring contraction during aminolysis, followed by autoxidation. These unexpected reactions were confirmed by separate experiments.