铑（I）催化的联烯碳环化反应生成δ-和ε-内酰胺。
Rhodium(I)-catalyzed allenic carbocyclization reaction affording delta- and epsilon-lactams.
作者信息
Brummond Kay M, Painter Thomas O, Probst Donald A, Mitasev Branko
机构信息
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
出版信息
Org Lett. 2007 Jan 18;9(2):347-9. doi: 10.1021/ol062842u.
Abstract
This letter extends the scope of the rhodium(I)-catalyzed allenic Alder-ene carbocyclization reaction to the preparation of delta- and epsilon-lactams from amides. A variety of allenic propiolamides were cycloisomerized to give a number of unsaturated delta-lactams. In addition, allenic propargylamides give good yields of the corresponding epsilon-lactams. Formation of lactams possessing these ring sizes has rarely been accomplished via transition-metal-catalyzed carbon-carbon bond forming strategies. Thus, this approach provides an alternative strategy for synthesizing these substructures. [reaction: see text].
摘要
这封信将铑（I）催化的丙二烯型Alder-烯碳环化反应的范围扩展至由酰胺制备δ-和ε-内酰胺。多种丙二烯型炔丙酰胺发生环异构化反应，生成了一系列不饱和δ-内酰胺。此外，丙二烯型炔丙基酰胺能以良好的产率得到相应的ε-内酰胺。通过过渡金属催化的碳-碳键形成策略来构建这些环大小的内酰胺很少能够实现。因此，该方法为合成这些子结构提供了一种替代策略。[反应：见正文]
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