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1、CCOCCCOCCCOHCCOH+碱碱CCOCCCOCCCOBCCOHB BHH3CCCH2C2H5O2COCO2C2H5NaOEt+H3CCCHC2H5O2COCO2C2H5H3CO2CCH3CCH2CO2C2H5OR4N OHH3CO2CCHH3COCC2H5O2CH3COH3COH3COOCNCNH3COH3COH3COOt-BuOK+OOORXOOROO+OO碱碱 or 酸酸O碱碱碱碱RO碱碱CH3OOOEtabOOCH3OOH3CH3COEt+H3COOEtH3COCH32abCH3O+H3COCH3+H3COOEtOH3CH3COEtH3COCH3CH3OOOEtabCH3OOOE
2、t12345EtO2CCH3OOOEt12345EtO2CCH3C2H5OOO12OC2H5O345H3CH3CCH3OC2H5OOC2H5OO45321CH3H3CH3COCH32OHCH3OH3CH3COHCH3OH3CH3CNaOEtCH3OOH3CH3COEtEtO2CCH2(CO2Et)2OOH3CH3CEtO2CNaOEtOH稀稀H+OOH3CH3CI2 OH3CH3CH3COBrCH2OOEtCH3OOH3CH3CEtO2COH稀稀H+OOH3CH3CBrZnCH2OOEtZnOH3CH3COEtOH3CH3COEtOHCO2EtNaOEtOEtCO2EtOOH3CH3CAl2O
3、3NaOEt OOOabaO+ObH3COCH3O+OOOaOOEtO2CO+OEtO2COOEtO2COCH3EtO2CO+bH2SO4CH3CH3OOCH3CH3OCH3H3COCH3CH3COOEtEtOOEtOEtO2CCH3CH3OCH3OEtMe3NOCH3CH3OCH3EtO2C主要产物主要产物CO2EtOH2CCHCCH2CH3NaOEt / HOEtCO2EtOCH3H3CO2COCH3OCH3OCH3OCH3H3CO2COCH3ONaOCH3OCH3OCH3H3CO2CCH3OH2O / H+CHOH3CO2CCH3OCH3CH2CO2CH3NaOCH3O(1)(2)+H3
4、CH3CCO2EtOCO2EtOOCO2EtOOXBrONaOEtor NaHH3CCO2EtOCO2EtOONaOEtHOEtCO2EtOOOCH2O+OXOOCH2OO+OOROO+OOOOORO+OOO+OOOPhPhOOOHHOOOOOHHOOOOH2COOHOOOOHHOHOOOHO2OOPhCCH2RO+PhCCCO2C2H5NaOEtOPhRPhONaNH2H3CH3CCHO+H3CH3CCO2EtCO2EtNH+H2OCH2(CO2Et)2 OCHOCH2(CN)2OCHCCNCN+H2OONCCH2CO2EtRNH3OACH3CCNCO2EtCHOCH2(COOH)2吡吡啶啶
5、COOH+H2O+H2OPhCH2NH2+Ar CHO+RCH2COONaArCOOHHR(RCH2CO)2O Ph CHO+H3COCH3OOCH3COONaPhCOOH H2COCH3OOHOAcH2COCH3OOPh CHOOCH3OOPhCHOOCH3OOPhOOCH3OOPhOHOAcOOPh+CH3OOCH3COONaOHCHO(CH3CO)2OOOCH3COONaCHO(CH3CO)2OOOHNiOOHor HFPPAOH2RROXCHCO2EtR+ORRCO2EtREtONaEtOXCRHCOEtOXCRCOEtORROXCRCOEtORCROORRCO2EtROPhPhOOP
6、hPhH3COOPhPhH3CCOOEtOPhPhOH3CCOOEt+OCH3PhCHOPh+OOOOOCH3123455OOOCH3+123455+OOCH3IOH3COC2H5OaCO2EtOH3COC2H5O12345bOH3COC2H5O12345CO2EtH3COC2H5OOC2H5OO45321H3COC2H5OO12C2H5OO345OOH3CH3COC2H5OOC2H5OONaOC2H5CH3OOOEtEtO2COOEtO2CNaOEtOH稀稀H+OOMichael加加成成NaOEtCH3IOOCH3H3CON(CH3)2或或 OOOOOCH3OH3COH3COKOH 或 NaOEtKOH或 NaOEtOHH2OOOPhCOCHRHOEtPhCOCHRPhOOEtOCPhRPhOOEtOEtHOPhRPhOEtOOPhRPhOOEtEtOHOPhRPhOOEtOPhRPhOOEtOPhRPhO+OEtCH2OHNH2CH2OOOOOOOOOOHSOO