1621066-74-7Relevant articles and documents
Optically active 1,1′-Spirobiindane-7,7′-diol (SPINOL)-based phosphoric acids as highly enantioselective catalysts for asymmetric organocatalysis
Xing, Chun-Hui,Liao, Yuan-Xi,Ng, Jaclynn,Hu, Qiao-Sheng
experimental part, p. 4125 - 4131 (2011/07/07)
The synthesis and application of a series of optically active 1,1′-spirobiindane-7,7′-diol (SPINOL)-based phosphoric acids are described. These SPINOL-based phosphoric acids were prepared from (R)-SPINOL in three steps and exhibited excellent enantioselec
Phosphoramidite gold(I)-catalyzed diastereo- and enantioselective synthesis of 3,4-substituted pyrrolidines
Gonzalez, Ana Z.,Benitez, Diego,Tkatchouk, Ekaterina,Goddard, William A.,Toste, F. Dean
supporting information; scheme or table, p. 5500 - 5507 (2011/06/10)
In this article the utility of phosphoramidite ligands in enantioselective AuI catalysis was explored in the development of highly diastereo- and enantioselective AuI-catalyzed cycloadditions of allenenes. A AuI-catalyzed synthesis of 3,4-disubstituted pyrrolidines and γ-lactams is described. This reaction proceeds through the enantioselective AuI-catalyzed cyclization of allenenes to form a carbocationic intermediate that is trapped by an exogenous nucleophile, resulting in the highly diastereoselective construction of three contiguous stereogenic centers. A computational study (DFT) was also performed to gain some insight into the underlying mechanisms of these cycloadditions. The utility of this new methodology was demonstrated through the formal synthesis of (-)-isocynometrine.(Figure Presented)