Rhodium(1) chiral diphosphine complexes efficiently and rapidly catalyze the intramolecular hydrosilation of silyl derived from allylic alcohols. The efficiency and rates of intramolecular hydrosilations were determined for a variety silyl and olefin substituents. The catalysts were found to tolerate a wide variety of silyl substituents, although terminal olefin substituents were found to retard catalysis. Terminal aryl olefin substituents were found to be hydrosilated efficiently at reasonable rates. One of the chiral catalysts is highly enantioselective for terminal aryl olefin substituents. Almost eels are obtained. Moreover, the ee’s are only slightly sensitive to aryl and olefin substituents, suggesting that enantioselective catalysis can provide a wide range of chiral species. Oxidative cleavage of the hydrosilation products chiral diols.
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Bergens et al. (1992) studied this question.