Tetrahedron Letters p. 5547 - 5550 (1992)
Update date:2022-08-28
Topics:
Okano, Temon
Kaji, Mitsunari
Isotani, Satoru
Kiji, Jitsuo
The regioselective hydrogenation of 3,8-nonadienoic acid to 8-nonenoic acid was realized by the addition of water with RhCl[P(p-tolyl)3]3 in benzene at 1 atm hydrogen, whereas in the absence of water the reaction mostly gave 3-nonenoic acid. The novel selectivity is caused by both an accelerating effect of water on the hydrogenation of the 3-position and a retarding effect on that of the 8-position.
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()Doi:10.1021/jo00150a032
(1983)