Selective Green Coupling of Alkynyltins and Allylic Halides to Trienynes  via  a Tandem Double Stille Reaction | Zendy

Meana Isabel | Zendy; Albéniz Ana C. | Zendy; Espinet Pablo | Zendy

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Selective Green Coupling of Alkynyltins and Allylic Halides to Trienynes via a Tandem Double Stille Reaction

Author(s) -

Meana Isabel,

Albéniz Ana C.,

Espinet Pablo

Publication year - 2010

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201000430

Subject(s) - allylic rearrangement , chemistry , stille reaction , stereoselectivity , halide , tandem , coupling reaction , palladium , tin , catalysis , reaction conditions , double bond , coupling (piping) , combinatorial chemistry , organic chemistry , metallurgy , materials science , composite material

The palladium‐catalyzed reaction of alkynyltin compounds with allylic chlorides leads to a 2:2 coupling to give trienynes by regio‐ and stereoselective formation of three new CC bonds. The reaction can be applied to different alkynyl and allylic fragments, providing a wide range of trienynes with different substitution patterns in very good yields. They can be prepared in a green way using recyclable polymeric tin alkynyls.

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