Bulletin of the Chemical Society of Japan p. 1884 - 1888 (1991)
Update date:2022-08-16
Topics:
Hu, Ying
Uno, Mitsunari
Harada, Akira
Takahashi, Shigetoshi
In the presence of cyclodextrins (CDs), the ring-opening reaction of styrene oxide with NaBH4 in aqueous media proceeded smoothly to give 1-phenylethanol with high selectivity of up to 94percent, and kinetic resolution of the racemic epoxide was observed.Kinetic studies suggest the resolution based on the different reaction rates between two enantiomers included in the CD's cavity.The reaction of epoxides such as 1,2-epoxyindan and 1,2-epoxy-3-phenylpropane are also affected by the addition of CDs to proceed smoothly with high regioselectivities.
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