7-epiclusianone and cyclohexanone

7-epiclusianone has been researched along with cyclohexanone* in 1 studies

Other Studies

1 other study(ies) available for 7-epiclusianone and cyclohexanone

Article	Year
Alpha,alpha'-annulation of 2,6-prenyl-substituted cyclohexanone derivatives with malonyl chloride: application to a short synthesis of (+/-)-clusianone. Formation and rearrangement of a biogenetic-like intermediate. Organic letters, 2007, Jan-18, Volume: 9, Issue:2 Conditions were found for the successful Effenberger alpha,alpha'-annulation of 3,3-dimethyl-2,4,6-triprenyl cyclohexanone silyl enol ethers with malonyl chloride to give the corresponding bicyclo[3.3.1]nonane-trione in 35% yield, this result allowing a short synthesis of (+/-)-clusianone. An isomeric rearranged bicyclo[3.3.1]nonane-trione was also isolated in 25% yield, and changing the Lewis acid resulted in formation of a lavandulyl-substituted phloroglucinol derivative in 38% yield. The mechanism of formation of these two last products mimics the biogenetic pathway to PPAPs. [reaction: see text]. Topics: Benzophenones; Benzoquinones; Biomimetic Materials; Bridged Bicyclo Compounds; Cyclohexanones; Hydrocarbons, Chlorinated; Molecular Structure; Stereoisomerism	2007

Article

Year

Alpha,alpha'-annulation of 2,6-prenyl-substituted cyclohexanone derivatives with malonyl chloride: application to a short synthesis of (+/-)-clusianone. Formation and rearrangement of a biogenetic-like intermediate.

Organic letters, 2007, Jan-18, Volume: 9, Issue:2

Conditions were found for the successful Effenberger alpha,alpha'-annulation of 3,3-dimethyl-2,4,6-triprenyl cyclohexanone silyl enol ethers with malonyl chloride to give the corresponding bicyclo[3.3.1]nonane-trione in 35% yield, this result allowing a short synthesis of (+/-)-clusianone. An isomeric rearranged bicyclo[3.3.1]nonane-trione was also isolated in 25% yield, and changing the Lewis acid resulted in formation of a lavandulyl-substituted phloroglucinol derivative in 38% yield. The mechanism of formation of these two last products mimics the biogenetic pathway to PPAPs. [reaction: see text].

Topics: Benzophenones; Benzoquinones; Biomimetic Materials; Bridged Bicyclo Compounds; Cyclohexanones; Hydrocarbons, Chlorinated; Molecular Structure; Stereoisomerism

2007