Provide the products for the reactions shown below. Suggest a reasonable mechanism (show electron flow or provide a brief explanation) to account for each step, paying attention to stereochemical details. (a) OBn 1. EtO)2CO, NaOEt 2. H* 3. H₂O*, heat 1. NaH, THF 2. Br, THF

Provide the products for the reactions shown below. Suggest a reasonable mechanism (show electron flow or provide a brief explanation) to account for each step, paying attention to stereochemical details. (a) OBn 1. EtO)2CO, NaOEt 2. H* 3. H₂O*, heat 1. NaH, THF 2. Br, THF

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

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.40P: Enamines normally react with methyl iodide to give two products: one arising from alkylation at...

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Question

Provide the products for the reactions shown below. Suggest a reasonable mechanism (show electron flow or
provide a brief explanation) to account for each step, paying attention to stereochemical details.
(a)
OBn
1. EtO)2CO, NaOEt
2. H*
3. H₂O*, heat
1. NaH, THF
2.
Br, THF

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