108762-96-5Relevant academic research and scientific papers
Palladium-mediated cyclization of 1,5-hexadien-3-ols to 1-methyl-1,3-cyclopentadienes
Zair,Santelli-Rouvier,Santelli
, p. 3313 - 3324 (2007/10/02)
Treatment of 1,5-hexadien-3-ols in acetic acid by Pd(o) [Pd(PPh3)4] led to 1-methyl-1,3-cyclopentadienes. Cyclization is improved by the presence of catalytic amount of trifluoroacetic acid. Mechanism is discussed from the observed r
Palladium-Mediated Cyclization of 1,5-Hexadien-3-ols to 1-Methyl-1,3-cyclopentadienes
Zair, Touriya,Santelli-Rouvier, Christiane,Santelli, Maurice
, p. 4501 - 4502 (2007/10/02)
Treatment of 1-allyl-2-alkenylidenecyclohexanols in acetic acid by the Pd(0) complex led to 8-methyl bicyclonona-1(6),7-dienes.In contrast, only few examples of cyclization vs elimination were observed in acyclic 1,5-hexadien-3-ols.Keyw
Importance of Structure of α,β-Ethylenic Ketones during Their Reductive Coupling Promoted by the TiCl4-Mg Reagent
Pons, Jean-Marc,Santelli, Maurice
, p. 877 - 884 (2007/10/02)
In most cases, the reductive coupling of α,β-ethylenic ketones by the TiCl4-Mg reagent leads to 1,3,5-trienes and bisallylic pinacols.Some α,β-enones of s-cis configuration, such as (+)-pulegone, show a particular reactivity: formation of dihydro ketones in the presence of tert-butyl alcohol and reductive alkylation with allylic halides or benzyl bromide.Results are accordance with a polymeric structure for the native low-valent titanium species, and in the case of some s-cis-enones, they can be explained by the intervention of a oxametallacyclopentene.
REDUCTIVE COUPLING OF α,β UNSATURATED KETONES III (+)-PULEGONE: AN EXAMPLE OF UMPOLUNG
Pons, Jean-Marc,Santelli, Maurice
, p. 4153 - 4156 (2007/10/02)
Treatment of (+)-pulegone with TiCl4-Mg/THF complex unexpectedly yields a) menthone (when the reaction is carried out with t-butyl alcohol), b) allylmenthadienes (when it is carried out with allylic halides), c) ketol dimers (when no additive electrophilic species is used); a bielectronic transfer mechanism, leading to an umpolung on (+)-pulegone is proposed an explanation for the formation and the structure of the products.
