831-46-9Relevant articles and documents
The mechanism of directed remote asymmetric reduction of carbonyl groups via homochiral boronate esters
Conole, Grainne,Mears, Richard J.,Silva, Harshani De,Whiting, Andrew
, p. 1825 - 1836 (2007/10/02)
In order to determine whether the remote asymmetric induction in the reduction of compounds such as 1 and 2 using borane is really controlled by intramolecular chelates of type 3, rather than dioxaborolane oxygenborane chelates of type 12, a study was undertaken to examine related reductions involving the corresponding homochiral acetal 30 and comparative reductions of the dioxaborolane 14 and the acetal 23b.While this study showed that reductions of the dioxaborolane 14 and the acetal 23b with borane and L-Selectride were virtually identical, this result did not necessarily indicate that dioxaborolane oxygens or acetal oxygens were directing borane reduction.However, that the more likely explanation for the remote asymmetric induction observed for 1 and 2 being mediated by complex 3 was confirmed by the fact that the acetal 30 gave no asymmetric induction with borane.A crystal structure of the phenylboronate ester 10 has been carried out.
COORDINATION AND CATALYTIC REACTIONS OF UNSATURATED COMPOUNDS. VIII. HETEROGENEOUS CATALYTIC ACETOXYLATION OF 1-HEXENE AND CYCLOHEXENE
Devekki, A. V.,Yakushkin, M. I.,Egor'kov, A. N.,Belyaeva, N. V.,Mozzhukhina, T. N.,et al.
, p. 1680 - 1684 (2007/10/02)
During the acetoxylation of 1-hexene and cyclohexene in acetic acid in the presence of atmospheric oxygen and intermetallic compounds based on palladium and rhodium the ester groups are introduced into the substrate molecule.In the case of 1-hexene, the monoacetates of 1,2-hexanediol and 3-acetoxy-1-hexene are formed preferentially.The reactivity of the cyclic alkene is more clearly defined than that of the acyclic analog, and the catalyzate contains the cis- and trans-diacetoxy derivatives, 3-acetoxycyclohexene, and the products from ring concentration.The difference in the catalytic activity of the palladium and rhodium intermetallic compounds shows up mainly in the actoxylation of 1-hexene.The ring concentration products are evidently formed in the stages involving the transformation of the actoxonium ion.