l18 - Conjugate Addition O 1 Li-CH 3 2 H 3 O OH Major O...

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Unformatted text preview: Conjugate Addition O 1. Li-CH 3 2. H 3 O + OH + Major O Minor ? Major Minor This reaction has a major and a isomeric minor product. Predict the minor product. O CH 3 O O O O A B C D E Conjugate Addition O 1. Li-CH 3 2. H 3 O + O OH + Major Minor Major Minor O Li H + CH 3 H + For reactive Li O CH 3 nucleophiles like CH 3 Li 3 Direct 1-2 addition is favored favored. Conjugate Addition O O O H-CN N N H + NH 2 CH 3 H 2 O For weaker O C 2 nucleophiles like HCN Conjugate 1 4 O N H 3 C H H or NH 3 Conjugate 1-4 addition is favored. O N H 3 C H H Conjugate Addition O 1. Li-CH 3 2. H 3 O + O OH + Major M nor Major Minor O Li H + How could we improve the 1 4 yield? CH 3 For reactive H + the 1-4 yield? Li O CH 3 nucleophiles like CH 3 Li Di t 1 2 Direct 1-2 addition is favored (softer) favored. We need a less reactive form of CH 3- Organo Copper Chemistry Lithium dialkylcuprates Lithium dialkylcuprates....
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l18 - Conjugate Addition O 1 Li-CH 3 2 H 3 O OH Major O...

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