Synthesis of Functionalized Allenamides from Ynamides by Enolate Claisen Rearrangement

Synthesis of Functionalized Allenamides from Ynamides by Enolate Claisen Rearrangement
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DOI:
10.1021/ol400402n
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发表时间:
2013-04-05
期刊:
影响因子:
5.2
通讯作者:
Cossy, Janine
Cossy, Janine
中科院分区:
化学1区
文献类型:
--
作者:
Brioche, Julien;Meyer, Christophe;Cossy, Janine

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氨基醇衍生的N-Boc甘氨酸盐的Claisen重排为高功能化烯酰胺提供了一种高效的立体选择性途径。这些化合物经过银催化环化成3-吡咯啉,3-吡咯啉是合成取代吡咯烷的有用前体。
The Claisen rearrangement of N-Boc glycinates derived from ynamido-alcohols affords an efficient and stereoselective access to highly functionalized allenamides. These compounds undergo sliver-catalyzed cyclization to 3-pyrrolines which are useful precursors for the synthesis of substituted pyrrolidines.