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＜departmental bulletin paper＞
One Flask Synthesis of t-2, c-3-Disubstituted 5-Oxo-r-1-cyclopentanecarboxamides by a SmI_2/HMPA-Induced Stereoselective Reductive Coupling/Dieckmann Condensation Sequence of α,β-Unsaturated Amides
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| Abstract | α,β-Unsaturated amides undergo highly dl-selective reductive coupling reactions by the action of SmI_2-HMPA. Subsequent Dieckmann condensation is followed in the same flask when the amides bear small ...N-substituents: N, N-dibenzylamides afford 3, 4-disubstituted dl-adipamides as reductive coupling products; N, N-dimethylamides give t-2, c-3-disubstituted 5-oxo-γ-1-cyclopentanecarboxamides as Dieckmann condensation products, both in exclusively dl-selective manners.show more |
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| Created Date | 2009.04.22 |
| Modified Date | 2020.11.02 |