Abstract
Reaction of 2-oxo-4-phenyl-1,3,2-dioxathiolane and 2-oxo-4-(tert-butyldiphenylsilylmethyl)-1,3,2-dioxathiolane with trimethylaluminium selectively took place at the secondary carbinol center to give 2-phenyl-1-propanol and 3-(tert-butyldiphenylsilyl)-2-methylpropanol. When the endo- or exo-isomer of (S)-2-oxo-4-phenyl-1,3,2-dioxathiolane reacted with trimethylaluminium, (R)-2-phenyl-1-propanol was obtained in 75% ee or 90% ee, respectively.
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