67252-14-6Relevant academic research and scientific papers
Studies on the substituted 3-aminopropan-1-ol motif of lycoctonine class norditerpenid alkaloids: A novel route to 3-hydroxymethylcyclohex-2-enone
Doisy, Xavier,Blagbrough, Ian S.,Thomas, Noel F.,Potter, Barry V. L.
, p. 8525 - 8528 (2007/10/03)
Pursuing our interest in methyllcaconitine (MLA), we have designed a synthetic route to substituted ring-A of lycoctonine class norditerpenoid alkaloids. A novel synthesis of 3-hydroxymethylcyclohex-2-enone has been achieved starting from cyclohex-2-enone. Key reactions are: 1,2-addition of 1,3-dithiane followed by allylic rearrangement, 1,4-hydrocyanation, Wittig reaction and conversion into the substituted N-ethyl-3-aminopropan-1-ol motif of these neopentyl-like alcohols.
A Novel Synthesis Including Asymmetric Synthesis of α,β-Unsaturated γ-Hydroxy Carbonyl Compounds from Enones with Carbon Homologation
Satoh, Tsuyoshi,Motohashi, Shigeyasu,Tokutake, Norio,Yamakawa, Koji
, p. 2966 - 2973 (2007/10/02)
Reaction of the carbanion derived from 1-chloroalkyl aryl sulfoxides with enones gave 1,2-adducts in good yields.Treatment of the adduct with potassium benzenethiolate afforded α-phenylthio β,γ-unsaturated carbonyl compound through an α,β-epoxy sulfoxide.
A SIMPLE SYNTHESIS OF γ-HYDROXY-α,β-UNSATURATED ALDEHYDES
Ranu, Brindaban C.,Sarkar, Dipak C.
, p. 155 - 160 (2007/10/02)
A convenient method has been developed for the synthesis of γ-hydroxy-α,β-unsaturated aldehydes with one-carbon homologation from α,β-unsaturated ketones.
A NOVEL SYNTHESIS OF α,β-UNSATURATED γ-HYDROXY CARBONYL COMPOUNDS FROM ENONES WITH CARBON HOMOLOGATION
Satoh, Tsuyoshi,Motohashi, Shigeyasu,Yamakawa, Koji
, p. 2889 - 2892 (2007/10/02)
The alkylation of enone with 1-chloroalkyl phenyl sulfoxide followed by treatment with thiophenolate afforded α-phenylthio-β,γ-unsaturated carbonyl compound, which was oxidized and then hydrolyzed to give α,β-unsaturated γ-hydroxy carbonyl compound in good yield.
