84782-74-1Relevant academic research and scientific papers
SYNTHESIS OF (+)-1,3,5,7-TETRAKIS3-TRISHOMOCUBANYLBUTA-1,3-DIYNYL>ADAMANTANE. THE FIRST OPTICALLY ACTIVE ORGANIC MOLECULE WITH T SYMMETRY AND OF KNOWN ABSOLUTE CONFIGURATION
Naemura, Koichiro,Hokura,Yukio,Nakazaki, Masao
, p. 1763 - 1768 (1986)
(-)-(1S,3S,5R,6S,8R,10R)-trishomocubanethanoic acid (5) of known absolute configuration and absolute rotation was converted into (+)-(1S,3S,5R,6S,8R,10R)-2-bromoethynyl-D3-trishomocubane (27) of C3 symmetry. 1,3,5,7-Tetraethynyladamantane (22), with Td symmetry, was prepared from 1,3,5,7-tetrakis(hydroxymethyl)adamantane (13).Coupling of the C3-component 27 with the Td component 22 was successfully accomplished by Chodkiewicz and Cadiot's procedure providing (+)-1,3,5,7-tetrakis3-trishomocubanylbuta-1,3-diynyl>adamantane (4) whose highest attainable static and time-averaged dynamic symmetry are T and (C3)4 Λ T, respectively.
