Consecutive Double 1,2‐Migration of Two Different Groups in Silyl(dichloromethyl)cuprates | Zendy

Kondo Junichi | Zendy; Ito Yuki | Zendy; Shinokubo Hiroshi | Zendy; Oshima Koichiro | Zendy

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Consecutive Double 1,2‐Migration of Two Different Groups in Silyl(dichloromethyl)cuprates

Author(s) -

Kondo Junichi,

Ito Yuki,

Shinokubo Hiroshi,

Oshima Koichiro

Publication year - 2003

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.200352828

Subject(s) - cyanation , reagent , cuprate , silylation , reactivity (psychology) , chemistry , product (mathematics) , copper , medicinal chemistry , materials science , organic chemistry , mathematics , catalysis , medicine , optoelectronics , geometry , alternative medicine , doping , pathology

Very different reactivity of two types of cuprates : Treatment of a silyldichloromethyllithium compound with a copper reagent prepared from BuMgBr and CuCN gives the product of consecutive dibutylation. On the other hand, Bu 2 CuLi⋅LiCN affords the butylation/cyanation product (see scheme, Si =Ph 2 MeSi).

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