Divergent enantioselective pathways in the catalytic asymmetric addition of diethylzinc to aldehydes in the presence and absence of titanium tetraisopropoxide

被引：17
作者：
Dean, Melissa A. [1 ]
Hitchcock, Shawn R. [1 ]
机构：
[1] Illinois State Univ, Dept Chem, Normal, IL 61790 USA
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 22期
基金：
美国国家科学基金会;
关键词：
D O I：
10.1016/j.tetasy.2008.10.033
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The stereochemical outcome of the asymmetric addition of diethylzinc to aldehydes catalyzed by (R,R)-hydrobenzoin can be influenced by the absence or presence of Ti(O-iPr)(4). The enantiomeric ratios obtained in the absence of Ti(O-iPr)(4) favor the (S)-enantiomer, whereas the ratios obtained from the use of Ti(O-iPr)(4) favor the formation of the (R)-enantiomer. The formation of the opposite enantiomers is attributed to the different transition states mediated by either zinc or titanium. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2563 / 2567
页数：5
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