Annulation of thioimidates and vinyl carbodiimides to prepare 2-aminopyrimidines, competent nucleophiles for intramolecular alkyne hydroamination. Synthesis of (-)-crambidine.

Annulation of thioimidates and vinyl carbodiimides to prepare 2-aminopyrimidines, competent nucleophiles for intramolecular alkyne hydroamination. Synthesis of (-)-crambidine.
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DOI:
10.1021/ja910831k
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发表时间:
2010-02-17
影响因子:
15
通讯作者:
Gin DY
Gin DY
中科院分区:
化学1区
文献类型:
--
作者:
Perl NR;Ide ND;Prajapati S;Perfect HH;Durón SG;Gin DY

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报道了(-)-crambidine的收敛合成。该序列利用了两个新的关键转化,包括硫代亚胺与乙烯基N-甲基-N-甲基-N-咪唑的[4+2]环化和采用2-氨基嘧啶亲核试剂的炔加氢胺化。
A convergent synthesis of (−)-crambidine is reported. The sequence capitalizes on two novel key transformations, including a [4+2] annulation of thioimidates with vinyl carbodiimides and an alkyne hydroamination employing 2-aminopyrimidine nucleophiles.
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