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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.