1、1合成实例2p1. 合成:合成:3p剖析:HOMgBr +=OBr添加辅助官能团4p2. 合成:合成:CH2CH(CH3)2C2H5OOCH3C5p剖析:CH2CH(CH3)2C2H5OOCH3CCH2CH(CH3)2HOOCH3CCH2CH(CH3)2BrMgH3CCH2CH(CH3)2BrH3C6CH2CH(CH3)2H3CO=HOCH2CH(CH3)2H3CCH2CH(CH3)2C- -CH(CH3)2O=7p3. 合成:合成:OH8p剖析:剖析:OHMgBr+ CH3- -C- -CH3O=9p4. 合成:合成:Ph10p剖析:剖析:PhPhOHPh+ BrMgO=PhBrPhHOPh
2、- -MgBr +O11p5. 合成:合成:PhCOOEtPhO=12p剖析:剖析:PhCOOEtPhO=PhOEtO=+COOEtPh13PhCH3PhCH2ClPhCH2CNPhCH2CO2Et14p6. 合成:合成:PhCOOH15p剖析:剖析:PhCOOHPhCOOEtEtOOCEtOOCCOOEt+PhBrEtOOCCOOEt+Br16p7.合成:合成:OHOHPh17p剖析:OHOH=O + Ph3+PPhPhPh-18p8.合成:合成:CHOCOOEt19CHOCOOEtp剖析:COOEtCOOEtEtOOCCOOEtCOOEt+ BrCOOEtCOOEtBr +20COOHp9
3、.合成:合成:21COOHp剖析:剖析:CO2EtCO2EtBr+CO2EtCO2Et22OHCOOEt+CO2Et23p10.合成:合成:24p剖析:剖析:O=O=25O=+CHOO=CO2CH3O=CO2CH3+BrBr26p11.合成:合成:27p剖析:剖析:CHO+Ph3P+-28+CHOBr+ PPh329p12.合成:合成:Ph30p剖析:剖析:PhPhOHO=+PhMgBr31p13.合成:合成:O=O=EtO2C1,4二羰基化合物的合成32p剖析:剖析:O=O=EtO2C卤代酸酯或卤代酮与含活泼氢的羰基化合物O=CO2Et+O=Br33CH3CO2EtO=Claisen酯缩合B
4、r234p14.合成:合成:O=CO2HR1,6二羰基化合物的合成35p剖析:剖析:O=CO2HRO=CHORR六元环开环36ROHO=+RMgX37p15.合成:合成:=O38p剖析:剖析:=O=O=O=O=OCO2Et1,5二羰基化合物39=O+=OCO2Et=O+HCHO40=O=O=O=OCO2Et=O+=OCO2Et=O+ HCHOCH3CO2Et迈克尔加成41p16.合成:合成:CH3CH=CCH3C6H542p剖析:剖析:CH3CH=CCH3C6H5CH3CHO + Ph3P=CCH3C6H5Ph3P + PhCHClCH3Ph3P + CH3CH2ClPhCCH3 + Ph3P=CHCH3O=43CH3OCH3CO=NO2p17.合成:合成:44CH3OCH3CO=NO2p剖析:剖析:45p18.合成:合成:CO2EtO=O=OH46p剖析:剖析:CO2EtO=O=OHCH3MgXHOHOCO2EtO O47结束!