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L i s t e r , Tetrahedron L e t t . , 1988, 29, 585. K . Burgess and M. J. Ohlmeyer, J . Org. , 1988, 53, 5178. M. Tokles and J. K . Snyder, Tetrahedron L e t t . , 1988, 29, 6063. H. C. Brown and M. V. Rangaishenvi, J . Organomet. , 1988, 358, 15, H . C. Brown and A . K . Gupta, J . Organomet. , 1988, 341, 73H . C. Brown, R. K . Bakshi and B . Singaram, J . Amer. Chem. S O C . , 1988, 110, 1529. H. C. Brown, A. K . Gupta, J . V. N . V. Prasad and M. S r e b n i k , J. Org. , 1988, 53, 1391. W.
Chandrasekharan and P. V . Ramachandran, J . A m e r . Chem. , 1988, 110,1539. I. P a t e r s o n and M . A . L i s t e r , Tetrahedron L e t t . , 1988, 29, 585. K . Burgess and M. J. Ohlmeyer, J . Org. , 1988, 53, 5178. M. Tokles and J. K . Snyder, Tetrahedron L e t t . , 1988, 29, 6063. H. C. Brown and M. V. Rangaishenvi, J . Organomet. , 1988, 358, 15, H . C. Brown and A . K . Gupta, J . Organomet. , 1988, 341, 73H . C. Brown, R. K . Bakshi and B . Singaram, J . Amer. Chem. S O C . , 1988, 110, 1529.
37 I)] react stereospecifically with Zn powder in polar-solvents (triglyme, DMF o r THF) to give equilibrium mixtures38 of RCF=CFZnX, ZnX2 and (RCF=CF)zZn [R=F, X=Br o r I; R=(E)- o r (7,)-CF3, organozincs with ArI. M in [MeC=C(CH2),]2M 4); X=I]; Pdo catalyses cross coupling of these There is an i n t e r a ~ t i o nbetween ~~ the alkynyl group and (15, M=Zn, n=3) but not in (15, M=Zn, n=4; M=Hg, n=3 or (15, M=Zn) were synthesized from (15, M=Hg) and Zn. Syntheses and uses have been reported for (i) RCu(CN)ZnX R=alkyl, EtO2C(CH2)3 and NC(CH2),, [including X=I; R=YC6H4CHR1 (Y=COR, OAc, CN or I), X=Br], withg0 and with0ut~O9~lthe presence of BF3, and for (ii) triorgano~incates,~~ e .