Asymmetric allylboration of aldehydes and ketones using 3,3′-disubstitutedbinaphthol-modified boronates

被引:160
作者
Wu, TR [1 ]
Shen, LX [1 ]
Chong, JM [1 ]
机构
[1] Univ Waterloo, Dept Chem, Guelph Waterloo Ctr Grad Work Chem & Biochem, Waterloo, ON N2L 3G1, Canada
关键词
D O I
10.1021/ol0490882
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allylboronates derived from 3,3'-disubstituted 2,2'-binaphthols react with aldehydes and ketones to give the expected allylated products with up to >99:1 er. Highest selectivities were observed for aromatic ketones. The bis(trifluoromethyl) derivative is particularly outstanding in terms of reactivity, selectivity, and robustness.
引用
收藏
页码:2701 / 2704
页数:4
相关论文
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