C-60-linked carboxylic acid and its derivatives by Diels-Alder cycloaddition of C-60 with a buta-1,3-diene bearing an electron-withdrawing group

摘要

Diels-Alder cycloadducts of buta-1,3-dienes having an electron-withdrawing group were utilized for preparation of C-60- linked carboxylic acid families; C-60-fused cyclohex-1-enecarboxylic acid was obtained from the cycloadduct bearing a tert-butyl eater group by simple acid-catalyzed hydrolysis, and its aldehyde derivative from the cycloadduct bearing a cyano group by DIBAL reduction. The acid chloride intermediate which was obtained by treatment of the acid with oxalyl chloride was converted into amino acid derivatives. [References: 39]