Organocatalyzed Asymmetric Synthesis of Dihydrodibenzofurans Based on a Dienamine Process

被引:30
作者
Wang, Zi-Yu [1 ]
Wong, Wing-Tak [1 ]
Yang, Dan [1 ]
机构
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
关键词
DIELS-ALDER REACTION; ALPHA; BETA-UNSATURATED ALDEHYDES; OXIDATIVE CYCLIZATION; 2-ALLYLPHENOLS; OXYPALLADATION; CYCLOADDITION; ANNULATION; CATALYSIS;
D O I
10.1021/ol402288y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first organocatalyzed asymmetric method for the synthesis of dihydrodibenzofurans based on a dienamine process has been developed. This two-step protocol works with a broad range of substrates and delivers only the cis-diastereomer in good yield with up to 91% ee. The enantioenriched products have been transformed to highly functionalized and partially hydrogenated dibenzofurans in excellent diastereoselectivities.
引用
收藏
页码:4980 / 4983
页数:4
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