Synthesis of propellanes containing a bicyclo[2.2.2]octene unit via the Diels–Alder reaction and ring-closing metathesis as key steps

Sambasivarao Kotha; Sunil Pulletikurti

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Synthesis of propellanes containing a bicyclo[2.2.2]octene unit via the Diels–Alder reaction and ring-closing metathesis as key steps

机译：通过Diels-Alder反应和闭环易位反应合成包含双环[2.2.2]辛烯单元的螺旋桨

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The synthesis of propellanes containing bicyclo[2.2.2]octene via olefin metathesis approach is less explored. Herein, we describe a simple and convenient method to synthesize propellane derivatives containing a bicyclo[2.2.2]octene unit which are structurally similar to 11β-HSD1 inhibitors by sequential usage of the Diels–Alder reaction, C-allylation and ring-closing metathesis (RCM) as the key steps. Additionally, we expanded this approach to an endo -tricyclo[4.2.2.0 ~(2,5) ]decene derivative which is a useful monomer for polymer synthesis and we have also synthesized basketene and anthracene-based propellanes using the same strategy.

机译：较少探索通过烯烃复分解方法合成含双环[2.2.2]辛烯的螺旋桨。本文中，我们描述了一种简单方便的方法，可通过顺序使用Diels-Alder反应，C-烯丙基化和闭环复分解来合成结构上与11β-HSD1抑制剂相似的包含双环[2.2.2]辛烯单元的丙炔衍生物（RCM）作为关键步骤。此外，我们将该方法扩展为内三环[4.2.2.0〜（2,5）]癸烯衍生物，该衍生物可用于聚合物合成，并且我们还使用相同的策略合成了基于篮子烯和蒽的丙炔。

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《RSC Advances》 |2018年第27期|共10页
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Sambasivarao Kotha; Sunil Pulletikurti;
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1. Synthesis of propellanes containing a bicyclo[2.2.2] octene unit via the Diels-Alder reaction and ring-closing metathesis as key steps [J] . Kotha Sambasivarao, Pulletikurti Sunil RSC Advances . 2018,第27期

机译：通过Diels-Alder反应和闭环复分解为关键步骤，合成含有双环[2.2.2]辛烯单元的丙烯烷基
2. Synthesis of conformationally constrained alpha-amino acid derivatives containing bicyclo[2.2.2] unit via the Diels-Alder and Suzuki-Miyaura cross-coupling reactions as key steps [J] . Kotha Sambasivarao, Meshram Milind, Muthusamy Gopinathan Indian Journal of Chemistry, Section B. Organic Including Medicinal . 2015,第4期

机译：通过Diels-Alder和Suzuki-Miyaura交叉偶联反应合成包含双环[2.2.2]单元的构象约束α-氨基酸衍生物
3. Synthetic approach to cis and trans-decalins via Diels - Alder reaction and ring-closing metathesis as key steps: Further extension to dioxapropellane derivative by ring-closing metathesis [J] . Kotha S., Chavan A.S., Dipak M.K. Tetrahedron . 2011,第2期

机译：通过Diels-Alder反应和闭环复分解反应合成顺式和反式十氢化萘的方法为关键步骤：通过闭环复分解反应进一步扩展至二氧戊环衍生物
4. Ruthenium–Indenylidene Complexes Bearing Saturated N-Heterocyclic Carbenes: Synthesis and Application in Ring-Closing Metathesis Reactions [C] . Stijn Monsaert, Els De Canck, Renata Drozdzak, NATO Advanced Study Institute on Green Metathesis Chemistry: Great Challenges in Synthesis, Catalysis and Nanotechnology . 2010

机译：含饱和N-杂环的钌 - 茚基三苯基复合物：在闭环复分解反应中的合成和应用
5. Ring-opening-ring-closing metathesis of bicyclo[2.2.2]octenes: A novel synthesis of decalins and hydrindanes, and, Studies of the scope and source of selectivity of a chemo- and diastereoselective elimination reaction . [D] . Minger, Timothy L. 2005

机译：双环[2.2.2]辛烯的开环-开环易位：萘烷和氢化茚的新型合成方法，以及化学和非对映选择性消除反应的选择性范围和来源的研究。
6. Synthesis of indole-based propellane derivatives via Weiss–Cook condensation Fischer indole cyclization and ring-closing metathesis as key steps [O] . Sambasivarao Kotha, Ajay Kumar Chinnam, Arti Tiwari 2013

机译：通过Weiss-Cook缩合Fischer吲哚环化和闭环易位合成基于吲哚的丙炔衍生物
7. Synthesis of propellanes containing a bicyclo2.2.2octene unitviathe Diels–Alder reaction and ring-closing metathesis as key steps [O] . Sambasivarao Kotha, Sunil Pulletikurti 2018

机译：含有双环2.2.2辛烯替代Diels-Alder反应和闭环复分解作为关键步骤的丙烯烯酮的合成

Synthesis of propellanes containing a bicyclo[2.2.2]octene unit via the Diels–Alder reaction and ring-closing metathesis as key steps

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