Tetrahedron Letters p. 8329 - 8332 (1998)
Update date:2022-08-17
Topics:
De Vries, Johannes G.
Roelfes, Gerard
Green, Richard
3-Phenylpropionic acid (2) is an intermediate for the anti-aids drag Indinavir. The one step conversion of cinnamaldehyde (4) into 2 was attempted using homogeneous ruthenium catalysts. Use of [H2Ru(Ph3P)4] induced mainly decarbonylation of 4 to give styrene. Use of RuCl3/PCy3 gave a mixture of 2 and cinnamic acid (3). Performing the same reaction in methanol, instead of water/dimethoxyethane mixtures afforded methyl 3-phenylpropionate in 70% yield.
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