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

页码：4135 / 4139

页数：5

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