82353-77-3Relevant academic research and scientific papers
A NEW APPROACH TO ALL-CIS TRIQUINANE SYNTHESIS AND A NEW ROUTE TO THE C16-HEXAQUINANE SYSTEM
Eaton, Philip E.,Sidhu, Ravinder S.,Langford, Gordon E.,Cullison, David A.,Pietruszewski, Cornel L.
, p. 4479 - 4494 (2007/10/02)
A new synthesis of all-cis triquinanes is presented.The examples bear a cis substituent on the fifth position of the central ring, and are thus all-cis pentasubstituted cyclopentanes.The stereo-controlled addition of organometallics of 7-ketonorbornenes is considered, as is "reductive solvolysis" of such adducts to the corresponding hydrocarbons.The preparation of trans-3,4-dimethoxycyclopentyl chloride is given, as is that of the corresponding organolithium.The use of quinoxaline derivatives in aldol-type reactions is considered, with examples.A new approach to the C16-hexaquinane system is developed.The ring systems reported include: tricyclo2,9>tridecane, tricyclo3,7>undecane, tetracyclo2,9.010,13>tridecane, pentacyclo2,6.07,16.011,15>hexadecane and hexacyclo2,6.03,14.07,16.011,15>hexadecane.
A new approach to all - Cis triquinane synthesis and a new route to the C16 - Hexaquinane system
Eaton, Philip E.,Sidhu, Ravinder S.,Langford, Gordon E.,Cullison, David A.,Pietruszewski, Cornel L.
, p. 4479 - 4493 (2014/12/10)
A new synthesis of all-cis triquinanes is presented. The examples bear a cis substituent on the fifth position of the central ring, and are thus all-c/s pentasubstituted cyclopentanes. The stereo-controlled addition of organometallics of 7-ketonorbornenes is considered, as is "reductive solvolysis" of such adducts to the corresponding hydrocarbons. The preparation of trans-3,4-dimethoxycyclopentyl chloride is given, as is that of the corresponding organolithium. The use of quinoxaline derivatives in aldol-type reactions is considered, with examples. A new approach to the C16-hexaquinane system is developed. The ring systems reported include: tricyclo-[8.2.1.02.9]tridecane, tricyclo[6.3.0.03.7]undecane, tetracyclo-[10.1.0.02.9.010.13]tridecane, pentacyclo[8.5.1.02.607.16011.15]hexadene and hexacyclo[8.5.1.02.6.03.1407.16.011.15]hexadecane.
