4.4 Article

Regiodirecting effects in difunctionalised tricarbonyl[(1,2,3,4,5-η)-cyclohexadienyl]iron(1+) salts: building blocks for alkaloids

期刊

TETRAHEDRON LETTERS
卷 54, 期 2, 页码 123-127

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.09.086

关键词

Stereodominant; Organoiron; Regioselectivity; Lycorine; Parkacine; Cyclohexadienyliron

资金

  1. Lilly Research Centre
  2. Earl Wood Manor
  3. Windlesham
  4. EPSRC
  5. Engineering and Physical Sciences Research Council [GR/R86140/01] Funding Source: researchfish

向作者/读者索取更多资源

Electrophilic tricarbonyl[(1,2,3,4,5-eta)-cyclohexadienyl]iron(1+) salts that incorporate methoxy and 2-ethanoyl ester substituents have been prepared, and the regiochemistry of their reactions with nucleophiles in arylation reactions has been examined using the model nucleophile diphenylzinc. The 1-carbomethoxymethyl-2-methoxy salt 1 reacts selectively by the omega addition pathway, but the 2-carbomethoxymethyl-3-methoxy salt 9 gave a 6:1 mixture of omega and alpha addition products. The 1-carbomethoxymethyl-2-methoxy regioisomer 1 was prepared in >95% purity without recourse to chromatography and shows the correct regiocontrol for use as a starting material in organoiron-mediated routes to alkaloids such as lycorine and parkacine. (C) 2012 Elsevier Ltd. All rights reserved.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.4
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
Article Chemistry, Organic

Pyrrolidine-based C1-symmetric chiral transition metal complexes as catalysts in the asymmetric organic transformations

Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh

Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.

TETRAHEDRON LETTERS (2024)