Alkylation of diethyl 3 oxoglutarate monoanion by 4 bromobutene to produce enone diester 3, subsequent alkylation of 3 with 4 bromo 1 butene using K 2CO 3 and a catalytic amount of NaI in the mixed solvent afforded di...Alkylation of diethyl 3 oxoglutarate monoanion by 4 bromobutene to produce enone diester 3, subsequent alkylation of 3 with 4 bromo 1 butene using K 2CO 3 and a catalytic amount of NaI in the mixed solvent afforded dienone diester 4, which underwent decarboxylative hydrolysis when treated with 15% KOH in methanol under refluxing to provide dienone 5. The dienone afforded 2,8 dimethyl 1,7 dioxaspiroundecane 1 in good yield and high purity via an oxymercuration cyclisation reduction sequence.展开更多
文摘Alkylation of diethyl 3 oxoglutarate monoanion by 4 bromobutene to produce enone diester 3, subsequent alkylation of 3 with 4 bromo 1 butene using K 2CO 3 and a catalytic amount of NaI in the mixed solvent afforded dienone diester 4, which underwent decarboxylative hydrolysis when treated with 15% KOH in methanol under refluxing to provide dienone 5. The dienone afforded 2,8 dimethyl 1,7 dioxaspiroundecane 1 in good yield and high purity via an oxymercuration cyclisation reduction sequence.
