c) Compound A below undergoes Dieckmann cyclization to give compound B in the presence of a base. Dieckmann EtO OEt cyclisation OEt Base CH3 A i) Give the appropriate base for the above reaction and draw the resonance structures of the enolate ions derived from compound A. ii) If compound B above is reacted with NaBH4, draw the structure of the reduced product. Explain a reason for your choice of the product.

c) Compound A below undergoes Dieckmann cyclization to give compound B in the presence of a base. Dieckmann EtO OEt cyclisation OEt Base CH3 A i) Give the appropriate base for the above reaction and draw the resonance structures of the enolate ions derived from compound A. ii) If compound B above is reacted with NaBH4, draw the structure of the reduced product. Explain a reason for your choice of the product.

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

Chapter8: Haloalkanes, Halogenation, And Radical Reactions

Section: Chapter Questions

Problem 8.32P

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