Nickel-catalyzed organozinc-induced unexpected 1,3-migration of tert-butyl from sulfur to carbon in N- tert-butanesulfinyl iminoacetates

The nickel-catalyzed reaction for an unexpected 1,3-migration of tert-butyl from sulfur to carbon, upon treatment of functionalized N- tert-butanesulfinyl iminoacetate in the presence of organozinc reagent, was developed. The generality has been explored by considering the flexibility in the structu...

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Bibliographic Details
Published in:Tetrahedron letters 2008-10, Vol.49 (43), p.6195-6197
Main Authors: Sun, Xun, Zheng, Wei, Wei, Bang-Guo
Format: Article
Language:English
Subjects:
1,3-Migration
N-sulfinylimines
Ni(acac) 2
Organozinc
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Summary:The nickel-catalyzed reaction for an unexpected 1,3-migration of tert-butyl from sulfur to carbon, upon treatment of functionalized N- tert-butanesulfinyl iminoacetate in the presence of organozinc reagent, was developed. The generality has been explored by considering the flexibility in the structure of each reactive component, organozinc halide and N- tert-butanesulfinyl iminoacetate.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.07.182