
Tetrahedron p. 4807 - 4816 (1986)
Update date:2022-08-03
Topics:
Penhoat, C. Herve Du
Julia, M.
The preparation of pure E and Z homoallylic 1,1-disulfones followed by the stereoselective reduction of one sulfonyl moiety afforded pure E and Z homoallylic sulfones respectively.Basic elimination with tBuOK in THF gave the corresponding 1,3-dienes in good yield.This reaction, highly stereoselective in the case of E homoallylic sulfones, has been used in the synthesis of (8E,10E) 8,10-dodecadienol, 10 and (9E)9,11-dodecadienol, 15, insect pheromone components.
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Doi:10.1016/S0040-4039(00)85013-3
(1986)Doi:10.1016/j.tet.2008.02.027
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(2008)Doi:10.1039/F29868200209
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(1997)Doi:10.1021/jo01364a002
(1955)