Nickel‐Catalyzed Regioselective Carbomagnesation of Methylenecyclopropanes through a Site‐Selective Carbon–Carbon Bond Cleavage | Zendy

Terao Jun | Zendy; Tomita Masahiro | Zendy; Singh Surya Prakash | Zendy; Kambe Nobuaki | Zendy

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Nickel‐Catalyzed Regioselective Carbomagnesation of Methylenecyclopropanes through a Site‐Selective Carbon–Carbon Bond Cleavage

Author(s) -

Terao Jun,

Tomita Masahiro,

Singh Surya Prakash,

Kambe Nobuaki

Publication year - 2010

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200904721

Subject(s) - regioselectivity , catalysis , reagent , nickel , chemistry , bond cleavage , aryl , cleavage (geology) , ring (chemistry) , medicinal chemistry , double bond , organic chemistry , polymer chemistry , combinatorial chemistry , materials science , alkyl , fracture (geology) , composite material

Unwringing the ring : Methylenecyclopropanes reacted with vinyl and aryl Grignard reagents in the presence of a nickel catalyst to afford vinyl‐ and arylmagnesation products, respectively, through a selective CC bond cleavage (see scheme). The reaction provides a new method for the preparation of substituted homoallyl and allyl Grignard reagents.

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