Introduction 5-Monosubstituted isopropylidene malonates arc important synthetic organic intermediates. Since isopropylidene malonate has a stronger acidity （pK;=4.57）, its direct alkylation with alkyl halides usuall...Introduction 5-Monosubstituted isopropylidene malonates arc important synthetic organic intermediates. Since isopropylidene malonate has a stronger acidity （pK;=4.57）, its direct alkylation with alkyl halides usually gives 5,5-disubstitutcd isopropylidene malonates.展开更多
The condensation of aromatic aldehydes with isopropylidene malonate or 5,5-dimethyl-1,3-cyclohexanedione is carried out by DMF as solvent without catalyst.
Treatment of 11-isopropylidene-anti-4, 5-epoxy-endo-tricyclo[6. 2. 1. 02.7] undeca-4, 9-diene-3,6-dione(6) with methanolic sodium hydroxide results in Favorskii-type ring contraction with concomitant Cope rearrangemen...Treatment of 11-isopropylidene-anti-4, 5-epoxy-endo-tricyclo[6. 2. 1. 02.7] undeca-4, 9-diene-3,6-dione(6) with methanolic sodium hydroxide results in Favorskii-type ring contraction with concomitant Cope rearrangement and Haller-Bauer cleavage, thereby affording dimethyl9-isopropxlidene-cis-bicyclo[4. 3. 0 ] nonane-(2S)-2, 3-dicarboxylate(7) as the ultimate product. The structure of 7 was confirmed by single crystal X-ray analysis展开更多
基金Supported by the National Natural Science Foundation of Chinathe Basic Research Foundation of Zhejian Educational Commission.
文摘Introduction 5-Monosubstituted isopropylidene malonates arc important synthetic organic intermediates. Since isopropylidene malonate has a stronger acidity （pK;=4.57）, its direct alkylation with alkyl halides usually gives 5,5-disubstitutcd isopropylidene malonates.
文摘The condensation of aromatic aldehydes with isopropylidene malonate or 5,5-dimethyl-1,3-cyclohexanedione is carried out by DMF as solvent without catalyst.
文摘Treatment of 11-isopropylidene-anti-4, 5-epoxy-endo-tricyclo[6. 2. 1. 02.7] undeca-4, 9-diene-3,6-dione(6) with methanolic sodium hydroxide results in Favorskii-type ring contraction with concomitant Cope rearrangement and Haller-Bauer cleavage, thereby affording dimethyl9-isopropxlidene-cis-bicyclo[4. 3. 0 ] nonane-(2S)-2, 3-dicarboxylate(7) as the ultimate product. The structure of 7 was confirmed by single crystal X-ray analysis
