Ans Rev20+21 - Chapter 20/21 Nucleophilic Addition...

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Chapter 20/21 Nucleophilic Addition Reactions of Carbonyl Groups CH 3 CH 2 CHO H 2 O, H + O OH CH 3 OH, H + O OCH 2 CH 3 CH 3 MgBr O O 1. PhMgBr O + H 2 N + N H O R-Br R-MgBr R-CH 2 OH CH 3 CH 2 CHO CH 3 OH, H + O HO OH , H + 2. H 3 O + O OH H 2 O, H + O CH 3 MgBr (CH 3 ) 2 CuLi H 3 O + H 3 O + O H 2 NNH 2 NaOH, heat Synthetic recipe - how to add CH 2 OH or CH 2 CH 2 OH to a structure: H + , H 2 O O PhCHPPh 3 O 1. NaBH 4 2. H 3 O + O O CrO 3 , H 3 O + H 3 CO 2 C R-Br R-MgBr R-CH 2 CH 2 OH H + H + O NaCN, H
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