2020年1月27日
Silaboration of [1.1.1]Propellane: A Storable Feedstock for Bicyclo[1.1.1]pentane Derivatives
Angewandte Chemie International Edition
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- 巻
- 59
- 号
- 5
- 開始ページ
- 1970
- 終了ページ
- 1974
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1002/anie.201909655
- 出版者・発行元
- Wiley
The silaboration of [1.1.1]propellane enables direct introduction of B and Si functional groups onto the bicyclo[1.1.1]pentane (BCP) scaffold in high yield under mild, additive-free conditions. The silaborated BCP can be obtained on a gram-scale in a single step without the need for column-chromatographic purification, and is storable and easy to handle, providing a versatile synthetic intermediate for BCP derivatives. We also describe various conversions of the C-B/C-Si bonds on the BCP scaffold, including development of a modified Suzuki-Miyaura cross-coupling reaction at the highly sterically hindered bridgehead sp3 carbon center of the BCP skeleton using a combination of highly activated BCP boronic esters, copper(I) oxide, and a PdCl2 (dppf) catalyst system.
- リンク情報
- ID情報
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- DOI : 10.1002/anie.201909655
- ISSN : 1433-7851
- eISSN : 1521-3773
- ORCIDのPut Code : 78794457
- PubMed ID : 31603274