Enantioselective Total Synthesis of Blennolide H and Phomopsis‐H76 A and Determination of Their Structure | Zendy

Valdomir Guillermo | Zendy; Senthilkumar Soundararasu | Zendy; Ganapathy Dhandapany | Zendy; Zhang Yun | Zendy; Tietze Lutz F. | Zendy

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Enantioselective Total Synthesis of Blennolide H and Phomopsis‐H76 A and Determination of Their Structure

Author(s) -

Valdomir Guillermo,

Senthilkumar Soundararasu,

Ganapathy Dhandapany,

Zhang Yun,

Tietze Lutz F.

Publication year - 2018

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.201801323

Subject(s) - enantioselective synthesis , phomopsis , chemistry , stereochemistry , botany , biology , organic chemistry , catalysis

This work reports on the enantioselective total synthesis of the two dimeric natural chromanone lactones phomopsis‐H76 A ( 5 ) and blennolide H ( 6 ). Both syntheses could be achieved from chromane 11, which was obtained by an enantioselective Wacker‐type cyclization with >99 % ee . The dimerization of the corresponding monomers was performed using a palladium‐catalyzed Suzuki reaction. Moreover, within this work it was possible to revise the absolute configuration of phomopsis‐H76 A and determine the relative as well as absolute configuration of blennolide H.

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