
Journal of the Chemical Society. Perkin transactions I p. 2411 - 2414 (1981)
Update date:2022-08-02
Topics:
Sato, Kikumasa
Inoue, Seiichi
Watanabe, Kiyoshi
A new ?-allylnickel(II) complex, di-μ-bromo-bis(1-3-η-2-methyl-6-methyleneocta-2,7-dienyl)dinickel (5) was prepared by the reaction of bromomyrcene (7a) and (8a) with nickel tetracarbonyl in benzene.The reaction of the complex (5) with iodobenzene in dimethylformamide afforded 8-phenylmyrcene (10) in a high degree of stereoselectivity (E/Z = 85/15).The complex (5) reacted with the chloro-acetal (14), derived in three steps from isoprene, to give the acetal (15) which upon hydrolysis afforded β-sinensal (1) in high stereoselectivity (93percentE).
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