Tetrahedron Letters p. 1571 - 1574 (1996)
Update date:2022-08-03
Topics:
Gu, Xinhong
Sponsler, Michael B.
Treatment of 1,6-cyclodecadiyne (1) with one equivalent of iodine in ether leads to regioselective transannular coupling, producing 1,5-diiodo-2,3,4,6,7,8-hexahydronaphthalene (2) in excellent yield. Solvent-incorporation products are observed in addition to 2 when the reaction is done in benzene, chlorobenzene, or methanol. Bromination of 1 gives analogous products, but the reaction is not as clean.
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Doi:10.1039/C8OB01152D
(2018)Doi:10.1007/BF02582656
(1967)Doi:10.1021/jo01017a056
(1965)Doi:10.1039/p19960000593
(1996)Doi:10.1016/S0031-9422(00)84340-X
(1971)Doi:10.1016/0022-328X(83)80182-X
(1983)
