3884-52-4Relevant academic research and scientific papers
A short and productive synthesis of racemic α-lipoic acid
Balkenhohl, Friedhelm,Paust, Joachim
, p. 649 - 654 (1999)
Racemic α-lipoic acid is synthesized in four steps from the base chemicals vinyl ethyl ether and cyclohexanone. The total yield is 40%.
Thioctic acid intermediate synthesis method
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Paragraph 0016; 0017; 0018, (2017/02/28)
The invention relates to a synthesis method for a thioctic acid intermediate 2-(2-ethoxyethyl)cyclohexanone, wherein hydrogen peroxide and ozone are adopted as initiators and cyclohexanone and vinyl ether are subjected to a free radical addition reaction
Preparation of R/S-γ-lipoic acid or R/S-α-lipoic acid
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, (2008/06/13)
A process for preparing R/S-γ-lipoic acid of the formula I or R/S-α-lipoic acid of the formula II STR1 is disclosed.
The Photochemical Cycloaddition Reaction of 2-Cyclohexenone with Alkenes: Trapping of Triplet 1,4-Biradical Intermediates with Hydrogen Selenide
Maradyn, David J.,Weedon, Alan C.
, p. 8107 - 8110 (2007/10/02)
The triplet 1,4-biradical intermediates formed in the photochemical cycloaddition reaction between 2-cyclohexenone and the alkenes cyclopentene and ethoxyethene have been trapped quantitatively with hydrogen selenide.The structures of the biradicals reveal that they are formed by bonding of both the 2-position and the 3-position of the enone to one terminus of the alkene; in the case of ethoxyethene it is exclusively the less substituted terminus of the alkene that becomes bonded to the enone in the biradical intermediates.The yields of the trapped biradicals indicate that the regiochemistry of the photocycloaddition reaction is determined by the manner in which the biradicals partition between fragmentation to give ground state starting materials and closure to give product, and not by their relative rates of formation.The results suggest that the mechanistic factors governing the photocycloaddition chemistry of cyclohexenone are similar to those controlling the photochemistry of cyclopentenones. - Key Words: enone, photochemistry, cycloaddition, alkene, triplet 1,4-biradicals, hydrogen selenide, trapping, regiochemistry.
