63282-01-9

Upstream product

• 57279-10-4 3-Dimethoxymethyl-1-methyl-cyclohexene 
• 82297-55-0 ethyl 3-methyl-2(1-pyrrolidinyl)-cyclohexene-1-carboxylate 
• 1194-91-8 3-methyl-2-oxo-cyclohexanecarbaldehyde 
• 583-60-8 2-Methylcyclohexanone 
• 5183-61-9 3-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester 

Downstream Products

• 108585-71-3 (E)-3-(Dimethyl-phenyl-silanyl)-1-(3-methyl-cyclohex-1-enyl)-prop-2-en-1-ol 
• 108585-72-4 (E)-1-(3-Methyl-cyclohex-1-enyl)-3-(methyl-diphenyl-silanyl)-prop-2-en-1-ol 
• 108585-73-5 (E)-1-(3-Methyl-cyclohex-1-enyl)-3-triphenylsilanyl-prop-2-en-1-ol 
• 57877-44-8 cis-1.3-Dimethyl-3-(2-phenylaethenyl)cyclohexen 
• 57877-45-9 trans-1.3-Dimethyl-3-(2-phenylaethenyl)cyclohexen 
• 108585-80-4 E-1-(3'-methyl-1'-cyclohexenyl)-3-triphenylsilyl-2-propen-1-one 
• 108585-79-1 E-1-(3'-methyl-1'-cyclohexenyl)-3-diphenylmethylsilyl-2-propen-1-one 
• 108585-78-0 E-1-(3'-methyl-1'-cyclohexenyl)-3-dimethylphenylsilyl-2-propen-1-one 
• 89244-63-3 (E)-1-(3-methyl-1-cyclohexenyl)-3-trimethylsilyl-2-propen-1-one 
• 89317-88-4 (E)-1-(3-methyl-1-cyclohexenyl)-3-triisopropylsilyl-2-propen-1-one 
• 57877-46-0 1,3-dimethyl-2-cyclohexene-1-carbaldehyde 

Relevant academic research and scientific papers

Enantioselective syntheses of georgyone, arborone, and structural relatives. Relevance to the molecular-level understanding of olfaction

Georgyone (1) and arborone (2), powerful woody odorants, have been synthesized enantioselectively along with their enantiomers. Several structural relatives of 1 and 2 have also been made enantioselectivity in order to probe the molecular details of the b

Palladium catalysed conversion of vinyl bromo allylic alcohols into vinylic carbonyl compounds and oxidation of secondary alcohols to ketones

A variety of vinyl bromo allylic alcohols are converted into the corresponding vinylic carbonyl compounds and secondary alcohols are oxidised into ketones upon treatment with palladium acetate in the presence of potassium carbonate under the typical Heck reaction conditions.

Antimalarial analogs of artemisinin

Polyoxoheterocyclic tetracycles related to the Chinese antimalarial natural product qinghaosu (artemisinin) are disclosed. These materials have a STR1 core structure with an oxygen (carbonyl or alkyl ether) at position 12 and in some cases one or two alkyl or aralkyl substituents at position 11. These materials have antimalarial properties.

ENAMINE CHEMISTRY-XXV REDUCTION OF ENAMINONONES BY LiAlH4 AND NaBH4 SYNTHESIS OF α,β-UNSATURATED ALDEHYDES

Cyclohexanone, 2-methyl-cyclohexanone and 4-methyl-cyclohexanone, 1, were transformed into the enaminones 4a-4e by the following two routes: (A): Acylation of the enamines, 2, derived from 1 and secondary amines (pyrrolidine, morpholine and piperidine) by ethyl chloroformate, and (B): Condensation of 1 with diethyl oxalate, giving the β-ketoesters 3, followed by reaction with the secondary amines.Ethyl 2(-1-pyrrolidinyl)-1-cyclopentene-1-carboxylate. 4f, and methyl 3-(1-pyrrolidinyl)-2-buteonate, 4g, were prepared from ethyl 2-oxo-1-cyclopentanecarboxylate and ethyl 3-oxo-butanoate, respectively, by condensation with pyrrolidine.Reduction of 4a by LAH afforded 1-cyclohexen-1-carboxaldehyde, 5a, 1-cyclohexene-1-methanol, 6a, and 1-(1-cyclohexene-1-methyl)pyrrolidine, 7a, in yields depending on the molar ratio of LAH/4a.Reduction of 4f by LAH gave cyclopenten-1-methanol, 6b, 1-(1-cyclopentene-1-methyl)pyrrolidine, 7b, and ethyl-2(1-pyrrolidinyl)-1-cyclopentanecarboxylate, 8b.Compound 4g, when reduced with LAH, yielded methyl 3-(1-pyrrolidinyl) butanoate, 8c (main product) and 1-(2-butenyl)pyrrolidine, 7c (minor).Reduction of 4 by NaBH4 afforded exlusively the saturated β-aminoesters, 8, in high yields.The reductions with LAH and NaBH4 are rationalized in terms of the HSAB principle.