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A novel route to the triphenylene ring system by a triple intramolecular acyloin condensation
Author(s) -
Praefcke Klaus,
Psaras Panicos,
Bilgin Belkiz
Publication year - 1992
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19921250145
Subject(s) - triphenylene , chemistry , ring (chemistry) , intramolecular force , condensation , triple bond , cyclohexane , combinatorial chemistry , medicinal chemistry , organic chemistry , stereochemistry , molecule , double bond , physics , thermodynamics
A one‐pot synthesis of a sixfold functionalized dodecahydro‐triphenylene 2 with D 3 symmetry starting from 1,2,3,4,5,6‐hexakis(eq)(ethoxycarbonylmethyl)cyclohexane ( 1 ) is described. The new and straightforward approach to this tetracyclic ring system is based on a triple intramolecularly occurring acyloin condensation by using sodium in the presence of chlorotri‐methylsilane.