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Zhang, Ye; Xing, Hui; Xie, Weiqing; Wan, Xiaolong; Lai, Yisheng; Ma, Dawei
Advanced synthesis & catalysis, January 14, 2013, Letnik: 355, Številka: 1Journal Article
The asymmetric bromohydroxylation of 2‐aryl‐2‐propen‐1‐ols catalyzed by quinine‐derived bifunctional catalyst has been developed. The regioselectivity was controlled by employing a boronate ester as tether which was formed in situ and enantioselectivity was introduced by taking advantage of a quinine‐derived bifunctional catalyst which activated the boronate ester and N‐bromosuccinimide (NBS) at the same time. Chiral bromohydrin, which is a useful feedstock in organic synthesis, was produced in moderate to excellent enantioselectivity in a two‐step reaction sequence.
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