76374-20-4Relevant academic research and scientific papers
Synthesis and absolute configuration of the first optically active organic molecule with T symmetry: (-)-1,3,5,7-tetrakis3-trishomocubanyl)acetoxy>methyl>adamantane
Nakazaki, Masao,Naemura, Koichiro
, p. 106 - 111 (1981)
By starting from the Diels-Alder adduct 12 between 2-(methoxycarbonyl)-1,4-benzoquinone (11) and cyclopentadiene, the modified Barborak synthesis of D3-trishomocubane afforded (-)-2-(1S,3S,5R,6S,8R,10R)-D3-trishomocubaneacetic acid (19) whose esterification with 1,3,5,7,-tetrakis(hydroxymethyl)adamantane (27) gave (-)-28, the first T symmetric organic molecule with known absolute configuration.
