Stereoselective Cascade Double-Annulations Provide Diversely Ring-Fused Tetracyclic Benzopyrones

被引:28
|
作者
Baskar, Baburaj [1 ]
Wittstein, Kathrin [1 ,2 ]
Sankar, Muthukumar G. [1 ]
Khedkar, Vivek [1 ]
Schuermann, Markus [2 ]
Kumar, Kamal [1 ,2 ]
机构
[1] Max Planck Inst Mol Physiol, Abt Chem Biol, D-44227 Dortmund, Germany
[2] Tech Univ Dortmund, Fak Chem, D-44221 Dortmund, Germany
关键词
BOND-FORMING REACTIONS; SYNTHETIC STRATEGY; BRONSTED ACID; EFFICIENT SYNTHESIS; ORIENTED SYNTHESIS; ORGANIC-SYNTHESIS; DUAL CATALYSIS; AZODICARBOXYLATE; DERIVATIVES; MOLECULES;
D O I
10.1021/ol3028412
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A cascade double-annulation strategy employing diverse pairs of zwitterions with 3-formylchromones is presented that provides stereoselective access to complex tetracyclic benzopyrones. Different zwitterions incorporated different rings that include aza-, oxa-, and carbocycles fused to a common benzopyrone scaffold and in the process created three contiguous chiral centers including an all-carbon-quaternary center with high efficiency and excellent stereoselectivity.
引用
收藏
页码:5924 / 5927
页数:4
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