Temporary or removable directing groups enable activation of unstrained C-C bonds.

Temporary or removable directing groups enable activation of unstrained C-C bonds.
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DOI:
10.1038/s41570-020-0218-8
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发表时间:
2020-11
期刊:
Nature reviews. Chemistry
影响因子:
--
通讯作者:
Dong G
Dong G
中科院分区:
其他
文献类型:
--
作者:
Xia Y;Dong G

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Carbon−carbon (C–C) bonds constitute basic skeletons in most organic molecules. One can imagine that selective manipulation of C–C bonds would provide a direct approach to edit or alter molecular scaffolds but has been an ongoing challenge. Due to the kinetic inertness of C–C bonds, the common strategies of activating these bonds by transition metals rely on either the use of highly strained substrates or the assistance of a permanent directing group (DG), in which strain relief or formation of stable metallocycles becomes the driving force. To allow more common and less strained compounds utilized as substrates for C–C activation, the use of temporary and removable DGs has emerged as an attractive strategy in the past two decades. A variety of C−C bonds in unstrained or less strained organic molecules now can be converted to more reactive metal–carbon bonds, and further downstream transformations have led to diverse synthetic methods. This review highlights the development of catalytic approaches that can activate unstrained C–C bonds enabled by temporary or removable DGs. The content is mainly divided based on the nature of the DGs: temporary and removable. Applications of these methods in syntheses of natural products or bioactive molecules are also discussed.
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