The Journal of organic chemistry

Studies on the regio-and stereoselectivity of halohydroxylation of 1, 2-allenyl sulfides or selenides

S Ma, X Hao, X Meng, X Huang

Index: Ma, Shengming; Hao, Xueshi; Meng, Xiaofeng; Huang, Xian Journal of Organic Chemistry, 2004 , vol. 69, # 17 p. 5720 - 5724

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Citation Number: 33

Abstract

It was observed that the halohydroxylation of 1, 2-allenyl sulfides or selenides with Br2 (CuBr2 or NBS) or I2 and water demonstrated a fairly good regioselectivity (ie, the CC bond that is remote from the S or Se atom was halohydroxylated with the halogen atom connecting to the middle carbon atom and the hydroxyl group connecting to the non-S terminal carbon or Se-substituted terminal carbon atom of the allene moiety), leading to ...