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
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy
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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.
Transcribed Image Text: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.
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