1 research outputs found
Asymmetric Catalysis. Production of Chiral Diols by Enantioselective Catalytic Intramolecular Hydrosilation of Olefins
Rhodium(1) chiral diphosphine complexes efficiently and rapidly catalyze the intramolecular hydrosilation of silyl
ethers derived from allylic alcohols. The efficiency and rates of intramolecular hydrosilations were determined for a variety
of silyl and olefin substituents. The catalysts were found to tolerate a wide variety of silyl substituents, although terminal
alkyl olefin substituents were found to retard catalysis. Terminal aryl olefin substituents were found to be hydrosilated efficiently
and at reasonable rates. One of the chiral catalysts is highly enantioselective for terminal aryl olefin substituents. Almost
quantitative eels are obtained. Moreover, the ee’s are only slightly sensitive to aryl and olefin substituents, suggesting that
this enantioselective catalysis can provide a wide range of chiral species. Oxidative cleavage of the hydrosilation products
gives chiral diols.This work was supported by grants from the National Institutes of Health.Peer reviewe