Journal
CHINESE CHEMICAL LETTERS
Volume 31, Issue 12, Pages 3065-3072Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.cclet.2020.04.023
Keywords
[1.1.1]Propellane; Bicyclo[1.1.1]pentane; Cyclobutane; Radical; Transition metal catalysis; Photocatalyst
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Funding
- National Natural Science Foundation of China [21672037, 21532001]
- Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang [2019R01005]
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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 bicyclo[1.1.1]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. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
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