Key points are not available for this paper at this time.
As part of our studies of metal-catalyzed m + n (+...o) cycloadditions, we have previously reported the rhodium-catalyzed 5 + 2 cycloaddition of vinylcyclopropanes (VCPs) and pi-systems. These studies have led to Rh(I) complexes that catalyze these reactions in minutes at room temperature or in water without organic solvents. We describe a comparative evaluation of several chiral catalysts for the 5 + 2 reaction, evaluation of a preferred catalyst, ((R)-BINAP)Rh+SbF6-, with substrates differing in substitution and tether types-producing enantiomeric excesses >/=95% for several systems. A predictive model for the selectivity is also presented.
Wender et al. (2006) studied this question.