(d) With reference to the following reaction scheme: O H || H 22 1. Li, NH3, -78 °C BuOH (1 equiv.) 2. NH4CI 23 (i) Explain why only one of the two C=C double bonds in enone 22 is reduced under these reaction conditions. (ii) Draw a curved arrow mechanism for the transformation of 22 into 23.
(d) With reference to the following reaction scheme: O H || H 22 1. Li, NH3, -78 °C BuOH (1 equiv.) 2. NH4CI 23 (i) Explain why only one of the two C=C double bonds in enone 22 is reduced under these reaction conditions. (ii) Draw a curved arrow mechanism for the transformation of 22 into 23.
Chapter24: Amines And Heterocycles
Section24.9: Heterocyclic Amines
Problem 24P
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Transcribed Image Text:(d) With reference to the following reaction scheme:
H
22
1. Li, NH3, -78 °C
BuOH (1 equiv.)
2. NH4CI
H
"I
23
(i) Explain why only one of the two C-C double bonds in enone 22 is reduced under
these reaction conditions.
(ii) Draw a curved arrow mechanism for the transformation of 22 into 23.
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