Recent advances in the applications of [1.1.1]propellane in organic synthesis |
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| Authors: | Fu-Sheng He Shimin Xie Yanfang Yao Jie Wu |
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| Institution: | School of Pharmaceutical and Materials Engineering &Institute for Advanced Studies, Taizhou University, Taizhou 318000, China; College of Chemistry, Xiangtan University, Xiangtan 411105, China; State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China |
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| Abstract: | As a highly strained small molecule, 1.1.1]propellane has been widely used in various synthetic transformations owing to the exceptional reactivity of the central bond between the two bridgehead carbons. Utilizing strain-release approaches, the rapid development of strategies for the construction of bicyclo1.1.1]pentane (BCP) and cyclobutane derivatives using 1.1.1]propellane as the starting material has been witnessed in the past few years. In this review, we highlight the most recent advances in this field. Accordingly, the reactivity of 1.1.1]propellane can be divided into three pathways, including radical, anionic and transition metal-catalyzed pathways under appropriate conditions. |
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| Keywords: | [1 1 1]Propellane Bicyclo[1 1 1]pentane Cyclobutane Radical Transition metal catalysis Photocatalyst |
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