946007-80-3Relevant academic research and scientific papers
Ligand differentiated complementary Rh-catalyst systems for the enantioselective desymmetrization of meso-cyclic anhydrides
Johnson, Jeffrey B.,Cook, Matthew J.,Rovis, Tomislav
supporting information; experimental part, p. 3202 - 3210 (2009/08/15)
Two distinct systems for the rhodium-catalyzed enantioselective desymmetrization of meso-cyclic anhydrides have been developed. Each system has been optimized and are compatible with the use of in situ prepared organozinc reagents. Rhodium/PHOX species efficiently catalyze the addition of alkyl nucleophiles to glutaric anhydrides, while a rhodium/phosphoramidite system is effective in the enantioselective arylation of succinic and glutaric anhydrides.
A concise synthesis of eupomatilones 4, 6, and 7 by rhodium-catalyzed enantioselective desymmetrization of cyclic meso anhydrides with organozinc reagents generated in situ
Johnson, Jeffrey B.,Bercot, Eric A.,Williams, Catherine M.,Rovis, Tomislav
, p. 4514 - 4518 (2008/09/17)
The wages of syn: The development of a phosphoramidite-ligated rhodium catalyst allows the enantioselective desymmetrization of cyclic anhydrides with organozinc nucleophiles formed in situ. This methodology has been utilized for a concise synthesis of eupomatilones 4 and 7 and of the putative structure of eupomatilone 6, each of which is completed in four steps in greater than 50% overall yield.
