Chemo‐ and Regioselective Preparation and Reaction of a Kinetic Zinc Enolate Formed from a Thiol Ester and Bis(iodozincio)methane | Zendy

Ikeda Zenichi | Zendy; Hirayama Takaharu | Zendy; Matsubara Seijiro | Zendy

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Chemo‐ and Regioselective Preparation and Reaction of a Kinetic Zinc Enolate Formed from a Thiol Ester and Bis(iodozincio)methane

Author(s) -

Ikeda Zenichi,

Hirayama Takaharu,

Matsubara Seijiro

Publication year - 2006

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.200602950

Subject(s) - electrophile , regioselectivity , zinc , chemistry , thiol , catalysis , methane , organic chemistry , polymer chemistry

Reactive functionalized enolates that are otherwise difficult to obtain can be prepared in a simple procedure by the treatment of a thiol ester with bis(iodozincio)methane in the presence of a palladium catalyst (see scheme). The terminal zinc enolates thus formed are kinetically controlled and react with a variety of electrophiles, such as aldehydes, ketones, and acyl cyanides. FG=functional group.

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