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A-2. (a) (c) (C6H5CH2CH2)2O (b) (d ) K2Cr2O7, H +, H2O, heat A-3. (a) (CH3)2CHO �Na� (e) (b) (CH3)2C��O ( f ) (c) (CH3)2C��O (g) (d ) A-4. (I) (II) A-5. (a) (c) (b) A-6. (a) PCC or PDC in CH2Cl2 (b) Na2Cr2O7, H �, H2O, heat (c) 1. LiAlH4; 2. H2O (d ) OsO4, (CH3)3COOH, (CH3)3COH, HO � A-7. O CO2CH3 C O CO2H B OH OH A HO OH C C H H3C H CH3 H O O (CH3)2CHCH2MgBr (CH3)2CHCH2CH2OH 1. H2C O 2. H3O � (CH3)2CHCH2Br � Mg (CH3)2CHCH2MgBr (CH3)2CHBr � Mg (CH3)2CHMgBr (CH3)2CHCH2CH2OH 2. H3O � O 1. H2C CH2 CH3COCH(CH3)2 O CH3COCH(CH3)2 O COCH(CH3)2 O CH3CH2 CH3(CH3)2CHOSO2 (CH3C)2O; or CH3CO2H, H � O CH3CCl, pyridine; or O C6H5CH2CH O 800 APPENDIX A
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