TY - JOUR
T1 - Iodine-induced transannular coupling of 1,6-cyclodecadiyne
AU - Gu, Xinhong
AU - Sponsler, Michael B.
PY - 1996/3/4
Y1 - 1996/3/4
N2 - 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.
AB - 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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U2 - 10.1016/0040-4039(96)00093-7
DO - 10.1016/0040-4039(96)00093-7
M3 - Article
AN - SCOPUS:0030009680
SN - 0040-4039
VL - 37
SP - 1571
EP - 1574
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 10
ER -