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b. In an attempt to make compound E ester C was carefully treated with 1.0 equivalents of allyl magnesium bromide. Instead of E only a 50:50 mixture of C and alcohol D was observed! Why? Provide a mechanistic and orbital drawing and justify briefly. с HO MgBr OMe D E

b. In an attempt to make compound E ester C was carefully treated with 1.0 equivalents of allyl magnesium bromide. Instead of E only a 50:50 mixture of C and alcohol D was observed! Why? Provide a mechanistic and orbital drawing and justify briefly. с HO MgBr OMe D E

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.38P
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b. In an attempt to make compound E ester C was carefully treated with 1.0 equivalents of allyl magnesium bromide. Instead of E only a 50:50 mixture of C and alcohol D was observed! Why? Provide a mechanistic and orbital drawing and justify briefly. с HO MgBr OMe D E
Transcribed Image Text:b. In an attempt to make compound E ester C was carefully treated with 1.0 equivalents of allyl magnesium bromide. Instead of E only a 50:50 mixture of C and alcohol D was observed! Why? Provide a mechanistic and orbital drawing and justify briefly. с HO MgBr OMe D E
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