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LDA was prepared in situ from n-butyllithium and diisopropylamine in THF at 0°C.
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1842489661
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see ref 6e
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This type of dienone has already been described: see ref 6e.
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1842489662
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The intermediates bearing a 17-hydroxyl group were less crystalline.
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1842489650
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note
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The hydrochloride salt of the trisubstituted amine on the side chain was not acidic enough to catalyze the reaction.
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63
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0003514816
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64
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1842488921
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1842489657
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Focht, G.D.1
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1842489656
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note
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As bromination of arylestrone hydrochloride 14 using N-bromosuccinimide (NBS, 1.5 equiv) and HCl (0.5 equiv) resulted in a very slow reaction, NBS is probably not the actual brominating agent in the presence of NCS.
-
-
-
-
70
-
-
1842437377
-
-
note
-
1.
-
-
-
-
71
-
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1842489654
-
-
note
-
F. Nique, and J. L. Borgna et al. isolated a deconjugated dienone such as 9c after alkaline treatment of an aromatisation mixture (ref 13d). This dienone was probably the saponification product of a trienol acetate similar to 13c.
-
-
-
-
72
-
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1842489660
-
-
note
-
Using hexachloroacetone as the epoxidation catalyst, the yield in crystallised 4a was 43%.
-
-
-
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