33566-59-5Relevant articles and documents
Supercritical carbon dioxide as a reaction medium for silane-mediated free-radical carbonylation of alkyl halides
Kishimoto,Ikariya
, p. 7656 - 7659 (2000)
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Tin-free giese reaction and the related radical carbonylation using Alkyl iodides and cyanoborohydrides
Ryu, Ilhyong,Uehara, Shohei,Hirao, Hidefumi,Fukuyama, Takahide
supporting information; experimental part, p. 1005 - 1008 (2009/04/07)
Tin-free Giese reaction and the related radical carbonylation process proceeded efficiently in the presence of sodium cyanoborohydride and tetrabutylammonium cyanoborohydride. The reaction took place chemoselectively at the carbon-iodine bond but not at the carbon-bromine and carbon-chlorine bonds. The iodine atom transfer followed by hydride reduction of the resulting carbon-iodine bond is proposed as a possible mechanism.
A general synthesis of (+)-γ-substituted γ-butyrolactones using a kinetic alkylation-ozonolysis procedure
Gavin,Geraghty
, p. 1351 - 1361 (2007/10/02)
A synthesis of (±)-γ-substituted γ-butyrolactones is described in which the key intermediates, γ-ketoesters, are prepared from the readily available 6-methyl-5-hepten-2-one using a kinetic alkylation-ozonolysis procedure; the method allows terminal ester and Z-alkene groups to be incorporated into the side-chain and thus can be used for the synthesis of (+)-γ-jasmolactone as well as other naturally occurring lactones.
