Oxa-enediynes: Probing the electronic and stereoelectronic contributions to the Bergman cycloaromatization

被引:35
作者
Jones, GB [1 ]
Wright, JM
Hynd, G
Wyatt, JK
Warner, PM
Huber, RS
Li, AW
Kilgore, MW
Sticca, RP
Pollenz, RS
机构
[1] Northeastern Univ, Dept Chem, Boston, MA 02115 USA
[2] Clemson Univ, Dept Chem, GHS Med Chem Lab, Clemson, SC 29634 USA
[3] Univ S Florida, Dept Biol, Tampa, FL 33620 USA
关键词
D O I
10.1021/jo0256888
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient routes to three classes of 10-membered oxa-enediynes are presented. The electronic and stereoelectronic contributions to half-lives are supported by density functional theory calculations. One member of this class cyclizes to give an isochroman which binds to and degrades the aryl hydrocarbon receptor (AhR).
引用
收藏
页码:5727 / 5732
页数:6
相关论文
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