The 'Mikami'-Catalyst in Enantioselective Diels-Alder Reactions of Juglone-Based Dienophiles with Different 1-Oxygenated Dienes: An Investigation on the Substitution Pattern Dependent Regioselectivity

被引：2
作者：
Boese, Dietrich [1 ]
Frey, Wolfganfg [2 ]
Pietruszka, Joerg [1 ,3 ]
机构：
[1] Univ Dusseldorf, Inst Bioorgan Chem, Forschungszentrum Julich, D-52426 Julich, Germany
[2] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany
[3] Forschungszentrum Julich, Inst Bio & Geowissensch IBG Biotechnol 1, D-52428 Julich, Germany
来源：
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 18期
关键词：
catalysis; Diels-Alder reaction; Lewis acids; regioselectivity; enantioselectivity; MU(3)-OXO TITANIUM CATALYST; LEWIS-ACID; REGIOCHEMICAL CONTROL; ASYMMETRIC CATALYSIS; ALTERNARIA-SOLANI; MOLECULAR-SIEVES; COLOMBIASIN-A; ALTERSOLANOL; CYCLOADDITIONS; QUINONES;
D O I：
10.1055/s-0034-1378230
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mechanistic study investigating the substitution pattern depending regioselectivity of enantioselective BINOL-Ti-catalyzed Diels-Alder reactions of juglone-based dienophiles with 1-oxygenated dienes is reported. The different influences of residues both on the diene as well as on the dienophiles are investigated giving a detailed picture of their role on the regioselectivity.
引用
收藏
页码：2524 / 2532
页数：9
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