85664-56-8

Upstream product

• 16649-50-6 N-tert-Butylhydroxylamine 
• 2043-61-0 cyclohexanecarbaldehyde 
• 51338-99-9 N-tert-butyl hydroxylamine acetate 

Downstream Products

• 642481-74-1 2-tert-butyl-3-cyclohexyl-4,4,8,8-tetramethyl-1,6-dioxa-2,9-diaza-spiro[4.4]nonane 
• 642481-99-0 N-tert-butyl-N-[1-cyclohexyl-2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-2-methylpropyl]hydroxylamine 
• 1346238-39-8 (E)-N-(3-(cyclohex-1-en-1-yl)-1-cyclohexylprop-2-yn-1-ylidene)-2-methylpropan-2-amine oxide 
• 1612163-43-5 2-(tert-butyl(hydroxy)amino)-2-cyclohexyl-N,N-diisopropylacetamide 
• 1291087-47-2 (E)-N-(1-cyclohexyl-3-phenylprop-2-yn-1-ylidene)-2-methylpropan-2-amine N-oxide 
• 85664-68-2 1-(benzoyloxy)cyclohexanecarboxaldehyde 
• 85664-65-9 1-<(2,2-dimethylpropanoyl)oxy>cyclohexanecarboxaldehyde 
• 85664-67-1 1-<(2-methylpropanoyl)oxy>cyclohexanecarboxaldehyde 
• 85664-66-0 1-(propanoyloxy)cyclohexanecarboxaldehyde 
• 56037-77-5 1-(acetyloxy)cyclohexanecarboxaldehyde 
• 15753-47-6 1-(hydroxymethyl)cyclohexanol 
• 100812-13-3 1-<((1,1-dimethylethyl)amino)methyl>cyclohexyl-2,2-dimethylpropanoate 
• 65055-38-1 1-<<(1,1-dimethylethyl)amino>methyl>cyclohexanol 

Relevant academic research and scientific papers

Carbamoyl anion addition to nitrones

The addition of carbamoyl anions derived from N,N-disubstituted formamides and LDA to N-tert-butyl nitrones is described. The reaction was demonstrated with a variety of formamides and nitrones and provided a direct route to α-(N-hydroxy)amino amides. The use of a tert-leucinol derived chiral auxiliary on the nitrone provided products in good diastereoselectivity. Derivatization of the products by tert-butyl deprotection or N-deoxygenation was demonstrated.

Preparation of Vicinal N-Alkylamino Alcohols via Acylation-Rearrangement of Nitrones Followed by Hydride Reduction

Acylation-rearrangement of N-tert-butyl and N-cyclohexyl nitrones of cyclohexanecarboxaldehyde (1), n-butyraldehyde, isobutyraldehyde, 3-cyclohexenecarboxaldehyde, and α-methylpropionaldehyde gave α-pivaloyloxy imines, which underwent reduction with lithi

α-Oxygenation of Aldehydes and Cyclic Ketones by Acylation-Rearrangement of Nitrones

The reaction of N-tert-butylnitrones (1a-e) of aldehydes and N-methylnitrones (2 and 3) of cyclic ketones with acid chlorides in the presence of triethylamine afforded α-acyloxy imines by rearrangement of N-vinyl-O-acylhydroxylamine intermediates.Hydrolysis of the α-acyloxy imines gave α-acyloxy aldehydes and ketones.The acylation-rearrangement reaction offers a new method for α-oxygenation of carbonyl compounds.