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Cationic Iron(III) Salt as an Initiator for Radical Cation‐induced [4+2] Cycloaddition
Author(s) -
Horibe Takahiro,
Ohmura Shuhei,
Katagiri Kei,
Ishihara Kazuaki
Publication year - 2020
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900749
Subject(s) - chemistry , cationic polymerization , cycloaddition , salt (chemistry) , radical ion , radical , medicinal chemistry , photochemistry , polymer chemistry , combinatorial chemistry , organic chemistry , catalysis , ion
We developed a cationic iron(III) salt initiator for radical cation‐induced [4+2] cycloaddition. Fe(OTf) 3 [or Fe(ClO 4 ) 3 ] behaves as a highly active oxidant for both electron‐deficient and electron‐rich dienophiles. The scope of substrates is much broader than with FeCl 3 reported previously. With highly active Fe(OTf) 3 , we demonstrate a formal total synthesis of Heitziamide A.