Efficient Total Synthesis of Marine Alkaloid (−)‐Nakadomarin A | Zendy

Cheng Bin | Zendy; Wu Fufang | Zendy; Yang Xiaobao | Zendy; Zhou Yuedong | Zendy; Wan Xiaolong | Zendy; Zhai Hongbin | Zendy

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Efficient Total Synthesis of Marine Alkaloid (−)‐Nakadomarin A

Author(s) -

Cheng Bin,

Wu Fufang,

Yang Xiaobao,

Zhou Yuedong,

Wan Xiaolong,

Zhai Hongbin

Publication year - 2011

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201102101

Subject(s) - total synthesis , ring (chemistry) , stereochemistry , alkaloid , olefin fiber , chemistry , core (optical fiber) , cascade , sequence (biology) , polar , computer science , combinatorial chemistry , organic chemistry , physics , biochemistry , telecommunications , chromatography , astronomy , polymer

Z 's top : For the total synthesis of the marine alkaloid (−)‐nakadomarin A, (−)‐camphorsulfonic acid assisted, Z ‐selective, olefin RCM of a monoamine (less polar) rather than a diamine (more polar) was found to be highly practical for constructing the F ring. The ABCD‐tetracyclic core was assembled through a novel efficacious PtCl 2 ‐promoted cascade reaction sequence (see scheme).

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