Synlett p. 785 - 792 (2018)
Update date:2022-09-26
Topics: Trisubstituted Olefins
Ratsch, Friederike
Schmalz, Hans-Günther
The combination of intermolecular enyne cross metathesis and subsequent 1,4-hydrogenation opens a stereocontrolled and atom-economic access to trisubstituted olefins. By investigating different combinations of functionalized alkyne and alkene substrates, we found that the outcome (yield, E / Z ratio) of the Grubbs II-catalyzed enyne cross-metathesis step depends on the substrate's structure, the amount of the alkene (used in excess), and the (optional) presence of ethylene. In any case, the 1,4-hydrogenation, catalyzed by 1,2-dimethoxybenzene-Cr(CO) 3, proceeds stereospecifically to yield exclusively the E -products from both the E- and Z- 1,3-diene intermediates obtained by metathesis. A rather broad scope and functional group compatibility of the method is demonstrated by means of 15 examples.
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Doi:10.1002/chem.200801053
(2008)Doi:10.1081/SCC-100105328
(2001)Doi:10.1016/S0040-4020(01)96078-8
(1986)Doi:10.1039/b815077j
(2009)Doi:10.1016/S0040-4039(00)85093-5
(1986)Doi:10.1002/ardp.19873200311
(1987)