41106-71-2Relevant articles and documents
Dutton,Unrau
, p. 1479,1481 (1962)
Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach to Access Highly Enantiopure Ugi Products
Feng, Qi-Yun,Zhu, Jieping,Wang, Mei-Xiang,Tong, Shuo
supporting information, p. 483 - 487 (2020/01/21)
Here we report an organocatalytic double Ugi reaction combining the enantioselective process and ee enhancement in a single operation to afford the chiral Ugi products with very high ee values. Both bisisocyanides and bisanilines tethered by carbonate and diester, respectively, were designed to accomplish this double multicomponent reaction that formed 10 new chemical bonds (4 C-N, 2 C-C, 2 C-O, and 2 N-H bonds). The strategy was further applied for the fast construction of an enantiomerically enriched macrocycle.
Reduction of diesters of 1,2-diols. Regioselective C-O bond cleavage of the anionic forms
Macias-Ruvalcaba, Norma A.,Moy, Cheryl L.,Zheng, Zi-Rong,Evans, Dennis H.
, p. 4829 - 4834 (2007/10/03)
The electrochemical reduction of benzoate diesters of glycols has been studied in acetonitrile and N,N-dimethylformamide as solvents. The reductions occur in two closely spaced one-electron steps, and it was found that the dianion diradicals decompose by one of two routes, depending on the substituents on the ethylene moiety: cleavage of two benzoates to produce alkene or formation of benzil by way of a postulated cyclic intermediate to produce also the dianion of the diol. These correspond to cleavage of the R-OC(O)Ar bonds and the RO-C(O)Ar bonds, respectively. When the radical formed by the former cleavage is a primary or secondary radical, the reaction is too slow to compete with the latter reaction that produces benzil. However, when that radical is either tertiary or benzylic, the former cleavage reaction is fast and no benzil is detected. The dianions of p-cyano- and p-nitrobenzoate esters are rather stable on the voltammetric time scale. However, the addition of lithium ions results in detectable formation of 4,4′-dicyanobenzil from four different p-cyanobenzoate diesters.