Divergent Total Syntheses of (−)‐Daphnilongeranin B and (−)‐Daphenylline

Xiaoming Chen, Hai‐Jun Zhang, Xinkan Yang, Houqiang Lv, Xiaoru Shao, Cheng Tao, Huifei Wang, Bin Cheng, Yun Li, Jingjing Guo, Jing Zhang, Hongbin Zhai

doi:10.1002/ange.201709762

Divergent Total Syntheses of (−)‐Daphnilongeranin B and (−)‐Daphenylline

DOI Web Site Web Site 被引用文献1件

Xiaoming Chen

Shenzhen Engineering Laboratory of Nano Drug Slow Release Key Laboratory of Chemical Genomics Shenzhen Graduate School of Peking University Shenzhen 518055 China
Hai‐Jun Zhang

Shenzhen Engineering Laboratory of Nano Drug Slow Release Key Laboratory of Chemical Genomics Shenzhen Graduate School of Peking University Shenzhen 518055 China
Xinkan Yang

The State Key Laboratory of Applied Organic Chemistry College of Chemistry and Chemical Engineering Lanzhou University 222 Tianshui South Road Lanzhou 730000 China
Houqiang Lv

The State Key Laboratory of Applied Organic Chemistry College of Chemistry and Chemical Engineering Lanzhou University 222 Tianshui South Road Lanzhou 730000 China
Xiaoru Shao

Shenzhen Engineering Laboratory of Nano Drug Slow Release Key Laboratory of Chemical Genomics Shenzhen Graduate School of Peking University Shenzhen 518055 China
Cheng Tao

The State Key Laboratory of Applied Organic Chemistry College of Chemistry and Chemical Engineering Lanzhou University 222 Tianshui South Road Lanzhou 730000 China
Huifei Wang

Shenzhen Engineering Laboratory of Nano Drug Slow Release Key Laboratory of Chemical Genomics Shenzhen Graduate School of Peking University Shenzhen 518055 China
Bin Cheng

The State Key Laboratory of Applied Organic Chemistry College of Chemistry and Chemical Engineering Lanzhou University 222 Tianshui South Road Lanzhou 730000 China
Yun Li

The State Key Laboratory of Applied Organic Chemistry College of Chemistry and Chemical Engineering Lanzhou University 222 Tianshui South Road Lanzhou 730000 China
Jingjing Guo

The State Key Laboratory of Applied Organic Chemistry College of Chemistry and Chemical Engineering Lanzhou University 222 Tianshui South Road Lanzhou 730000 China
Jing Zhang

Shenzhen Engineering Laboratory of Nano Drug Slow Release Key Laboratory of Chemical Genomics Shenzhen Graduate School of Peking University Shenzhen 518055 China
Hongbin Zhai

Shenzhen Engineering Laboratory of Nano Drug Slow Release Key Laboratory of Chemical Genomics Shenzhen Graduate School of Peking University Shenzhen 518055 China

書誌事項

公開日: 2017-12-05

権利情報

http://onlinelibrary.wiley.com/termsAndConditions#vor

DOI

10.1002/ange.201709762

公開者: Wiley

この論文をさがす

CiNii Books

説明

<jats:title>Abstract</jats:title><jats:p>(−)‐Daphnilongeranin B and (−)‐daphenylline are two hexacyclic <jats:italic>Daphniphyllum</jats:italic> alkaloids, each containing a complex cagelike backbone. Described herein are the first asymmetric total synthesis of (−)‐daphnilongeranin B and a bioinspired synthesis of (−)‐daphenylline with an unusual E ring embedded in a cagelike framework. The key features include an intermolecular [3+2] cycloaddition, a late‐stage aldol cyclization to install the F ring of daphnilongeranin B, and a bioinspired cationic rearrangement leading to the tetrasubstituted benzene ring of daphenylline.</jats:p>