Synthesis of enantiopure bicyclic alpha,alpha-disubstituted spirolactams via asymmetric Birch reductive alkylation.

Synthesis of enantiopure bicyclic alpha,alpha-disubstituted spirolactams via asymmetric Birch reductive alkylation.
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通过不对称 Birch 还原烷基化合成对映体纯双环 α,α-二取代螺内酰胺。

DOI:
10.1021/ol8029017
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发表时间:
2009
期刊:
影响因子:
5.2
通讯作者:
M. Brimble
M. Brimble
中科院分区:
化学1区
文献类型:
--
作者:
Stéphanie M. Guéret;Patrick D. O’Connor;M. Brimble

文献摘要

被引文献

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以非对映选择性 Birch 还原烷基化为关键步骤,描述了对映体纯双环 α,α-二取代螺内酰胺的合成。将所得烷基化环己二烯氢化,然后进行分子内环化,得到对映体纯的 8-氮杂螺[5.6]十二烷-7-酮。
The synthesis of enantiopure bicyclic alpha,alpha-disubstituted spirolactams is described using a diastereoselective Birch reductive alkylation as the key step. Hydrogenation of the resultant alkylated cyclohexadienes followed by intramolecular cyclization provides access to enantiopure 8-azaspiro[5.6]dodecan-7-ones.