Asymmetric Synthesis of Trifluoromethylated  ent ‐Fragransin C 1 | Zendy

Racochote Sasirome | Zendy; Pohmakotr Manat | Zendy; Kuhakarn Chutima | Zendy; Leowanawat Pawaret | Zendy; Reutrakul Vichai | Zendy; Soorukram Darunee | Zendy

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Asymmetric Synthesis of Trifluoromethylated ent ‐Fragransin C 1

Author(s) -

Racochote Sasirome,

Pohmakotr Manat,

Kuhakarn Chutima,

Leowanawat Pawaret,

Reutrakul Vichai,

Soorukram Darunee

Publication year - 2019

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201801676

Subject(s) - chemistry , carbocation , intramolecular force , aldol reaction , furan , derivative (finance) , stereochemistry , tetrahydrofuran , conjugate , enantioselective synthesis , ring (chemistry) , intramolecular reaction , aldol condensation , medicinal chemistry , organic chemistry , catalysis , mathematical analysis , mathematics , solvent , financial economics , economics

Asymmetric synthesis of trifluoromethylated derivative of ent ‐fragransin C 1 was reported. The installation of contiguous stereochemistries across the tetrahydrofuran scaffold was achieved through stereocontrolled conjugate addition, aldol reaction, and a protection‐free intramolecular C‐O bond formation (furan ring formation) via chemoselective generation of the benzylic carbocation.

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