The Journal of Organic Chemistry

Synthesis of epoxides with electronegative substituents. Photometric substrates for epoxide hydrase

RP Hanzlik, JM Hilbert

Index: Hanzlik,R.P.; Hilbert,J.M. Journal of Organic Chemistry, 1978 , vol. 43, # 4 p. 610 - 614

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Citation Number: 25

Abstract

The synthesis of styrene oxides bearing potential leaving groups as a substituents was attempted via peracid epoxidat ion of the corresponding olefins. Such epoxides were sought as potential photometric substrates for epoxide hydrase. Peratid epoxidations of a-chloro-, a- trimethylsilyloxy-, a-ethoxy-, or a-bromostyrene, as well as a-bromo-or a-(tert-buty1) dimethylsilyloxy-p-nitrostyrene, lead only to oxidized rehrranged products; their epoxides ...