818-67-7Relevant articles and documents
Chiral hetero- and carbocyclic compounds from the asymmetric hydrogenation of cyclic alkenes
Verendel, J. Johan,Li, Jia-Qi,Quan, Xu,Peters, Byron,Zhou, Taigang,Gautun, Odd R.,Govender, Thavendran,Andersson, Pher G.
supporting information; experimental part, p. 6507 - 6513 (2012/06/29)
Several types of chiral hetero- and carbocyclic compounds have been synthesized by using the asymmetric hydrogenation of cyclic alkenes. N,P-Ligated iridium catalysts reduced six-membered cyclic alkenes with various substituents and heterofunctionality in good to excellent enantioselectivity, whereas the reduction of five-membered cyclic alkenes was generally less selective, giving modest enantiomeric excesses. The stereoselectivity of the hydrogenation depended more strongly on the substrate structure for the five- rather than the six-membered cyclic alkenes. The major enantiomer formed in the reduction of six-membered alkenes could be predicted from a selectivity model and isomeric alkenes had complementary enantioselectivity, giving opposite optical isomers upon hydrogenation. The utility of the reaction was demonstrated by using it as a key step in the preparation of chiral 1,3-cis-cyclohexane carboxylates. Copyright
Selective enzymatic epoxidation of dienes: Generation of functional enantiomerically enriched diene monoepoxy monomers
Hu, Shanghui,Gupta, Pankaj,Prasad, Ashok K,Gross, Richard A,Parmar, Virinder S
, p. 6763 - 6766 (2007/10/03)
Enantiomerically enriched diene monoepoxides were selectively synthesized using oxidases from Pseudomonas sp. and chloroperoxidase from Caldariomyces fumago. These monoepoxides are useful monomers for generating functional chiral polymeric materials.
