Synthesis of 1,10-dimethylbicyclo[8.8.8]hexacosane and 1,10-dihydroxybicyclo[8.8.8]hexacosane.
[structure: see text] 1,10-Dimethylbicyclo[8.8.8]hexacosane (1) and 1,10-dihydroxybicyclo[8.8.8]hexacosane (2) were prepared in 4% yield over seven steps and in 18% yield over three steps, respectively, starting from 1,10-cyclooctadecanedione. The identities and out,out conformations of these compounds were established by single-crystal X-ray analysis.
Department of Chemistry, University of Arizona, Tucson, 85721-0041, USA.
Ian W
IW
Jones
Yasunari
Y
Monguchi
Alice
A
Dawson
Michael D
MD
Carducci
Eugene A
EA
Mash
D000473:Alkanes / Q000138:chemical synthesis* / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
C509568:1,10-dihydroxybicyclo(8.8.8)hexacosane; C509567:1,10-dimethylbicyclo(8.8.8)hexacosane; D000473:Alkanes; D001643:Bridged Bicyclo Compounds