Selective syntheses using cyclodextrin as catalyst. 1. Control of orientation in the attack of dichlorocarbene at phenolates

M Komiyama, H Hirai

Index: Komiyama, Makoto; Hirai, Hidefumi Journal of the American Chemical Society, 1983 , vol. 105, # 7 p. 2018 - 2021

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Citation Number: 71

Abstract

Abstract: 4-Hydroxybenzaldehydes, 2, 4-dihydroxybenzaldehyde, and 4-(dichloromethyl)-2, 5-cyclohexadienones were synthesized in virtually 100% selectivities and high yields from the corresponding phenols and chloroform in alkaline aqueous solutions by using a-or P- cyclodextrin (a-or 0-CD) as catalyst. The regulation of the molar ratio of chloroform to CD below unity throughout the reaction time, by controlling the rate of addition of chloroform, ...