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通过亚胺与未活化烯丙醇的直接交叉偶联实现复杂烯丙基化反应。

Complex allylation by the direct cross-coupling of imines with unactivated allylic alcohols.

作者信息

Takahashi Masayuki, McLaughlin Martin, Micalizio Glenn C

机构信息

Department of Chemistry, The Scripps Research Institute, Scripps Florida, 130 Scripps Way 3A2, Jupiter, FL 33458, USA.

出版信息

Angew Chem Int Ed Engl. 2009;48(20):3648-52. doi: 10.1002/anie.200900236.

DOI:10.1002/anie.200900236
PMID:19360820
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3028933/
Abstract

Regioselective, stereoselective: The convergent coupling of allylic alcohols with imines to deliver stereodefined homoallylic amines is described (see scheme). The process proceeds with net allylic transposition without the intermediacy of allylic organometallic reagents. Two stereodefined centers and a geometrically defined di- or trisubstituted alkene are forged with high selectivity.

摘要

区域选择性、立体选择性:描述了烯丙醇与亚胺的汇聚偶联反应,以生成具有立体构型的高烯丙基胺(见反应式)。该过程通过烯丙基的净迁移进行,无需烯丙基金属有机试剂作为中间体。两个具有立体构型的中心和一个几何构型明确的二取代或三取代烯烃以高选择性构建而成。

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Allene-alkyne cross-coupling for stereoselective synthesis of substituted 1,4-dienes and cross-conjugated trienes.用于立体选择性合成取代1,4 - 二烯和交叉共轭三烯的丙二烯 - 炔烃交叉偶联反应
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