Air-Stable Bifunctional Allylation Reagents for the Asymmetric Synthesis of Differentiated syn- and anti-1,3-Diols

被引：6
|
作者：
Lee, Jae Seung [1 ]
Kim, Dongeun [1 ]
Kong, Suk Bin [1 ]
Han, Hyunsoo [1 ]
机构：
[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 13期
基金：
美国国家科学基金会;
关键词：
allylation; asymmetric synthesis; diastereoselectivity; diols; iridium; DECARBOXYLATIVE ALLYLIC AMIDATION; STEREOSELECTIVE-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; HOMOALLYLIC ALCOHOLS; RETRO-ALLYLATION; ALPHA-ADDUCTS; ALDEHYDES; ACID; HYDROBORATION; 1ST;
D O I：
10.1002/chem.201204148
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Turning the diols: Enantiomerically pure bifunctional reagents I and ent-I undergo asymmetric aldehyde allylation followed by IrI-catalyzed enantioselective decarboxylative allylic etherification to give differentiated syn- and anti-1,3-diols with complete control of the absolute and relative stereochemistry (see scheme; PMP=para-methoxyphenyl, dbcot=dibenzo[a,e] cyclooctatetraene, DBU=1,8-diazabicyclo[5.4.0]undec-7-ene). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：4135 / 4139
页数：5
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