title: A strictly "pair"-selective synthesis of conjugated diynes via Pd-catalyzed cross coupling of 1,3-diynylzincs: a superior alternative to the Cadiot-Chodkiewicz reaction.
abstract: A strictly "pair"-selective synthesis of conjugated diynes via Pd-catalyzed cross coupling of 1,3-diynylzincs is described. This method, like the Cadiot-Chodkiewicz reaction, requires three steps for the synthesis of R(1)Ctbd1;CCtbd1;CR(2) from R(1)Ctbd1;CH, R(2)X, and HCtbd1;CH. However, the high "pair"-selectivity permitting high-yield production of the desired conjugated diynes without separation of symmetrical diynes promises to make the present protocol superior to the Cadiot-Chodkiewicz reaction in many cases.
authors.affiliation: Herbert C. Brown Laboratories, Purdue University, West Lafayette, Indiana 47907, USA. negishi@purdue.edu
authors.forename: E I
authors.initials: EI
authors.lastname: Negishi
authors.forename: M
authors.initials: M
authors.lastname: Hata
authors.forename: C
authors.initials: C
authors.lastname: Xu
mesh_terms: D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007202:Indicators and Reagents; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium; D015032:Zinc
chemical_list: D000480:Alkynes; D007202:Indicators and Reagents; D009942:Organometallic Compounds; D010165:Palladium; D015032:Zinc