Synthesis and oxidative reactivity of new chiral hypervalent iodine(V) reagents based on (S)-proline

被引:72
作者
Ladziata, Uladzimir [1 ]
Carlson, Jeffrey [1 ]
Zhdankin, Viktor V. [1 ]
机构
[1] Univ Minnesota, Dept Chem & Biochem, Duluth, MN 55812 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/j.tetlet.2006.06.103
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Design and preparation of two chiral pseudo-benziodoxazine derivatives based on inexpensive and readily available (S)-proline have been carried out. The evaluation of these new reagents as stereoselective oxidizing agents toward a racemic alcohol, meso-diol, and sulfide was performed. Moderate enantio selectivities in a range of 29-41% have been achieved. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6301 / 6304
页数:4
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