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Hydromethylation of Unactivated Olefins.


ABSTRACT: A solution to the classic unsolved problem of olefin hydromethylation is presented. This highly chemoselective method can tolerate labile and reactive chemical functionalities and uses a simple set of reagents. An array of olefins, including mono-, di-, and trisubstituted olefins, are all smoothly hydromethylated. This mild protocol can be used to simplify the synthesis of a specific target or to directly "edit" complex natural products and other advanced materials. The method is also amenable to the simple installation of radioactive and stable labeled methyl groups.

SUBMITTER: Dao HT 

PROVIDER: S-EPMC4490774 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Hydromethylation of Unactivated Olefins.

Dao Hai T HT   Li Chao C   Michaudel Quentin Q   Maxwell Brad D BD   Baran Phil S PS  

Journal of the American Chemical Society 20150619 25


A solution to the classic unsolved problem of olefin hydromethylation is presented. This highly chemoselective method can tolerate labile and reactive chemical functionalities and uses a simple set of reagents. An array of olefins, including mono-, di-, and trisubstituted olefins, are all smoothly hydromethylated. This mild protocol can be used to simplify the synthesis of a specific target or to directly "edit" complex natural products and other advanced materials. The method is also amenable t  ...[more]

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