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Application of the Intramolecular Isomerisation–Aldolisation from Allylic Alcohols and Allylic Silyl Ethers to the Synthesis of Indanones and Indenones
Author(s) -
Petrignet Julien,
Roisnel Thierry,
Grée René
Publication year - 2007
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.200700613
Subject(s) - allylic rearrangement , isomerization , chemistry , silylation , tandem , intramolecular force , transposition (logic) , aldol reaction , combinatorial chemistry , organic chemistry , computer science , catalysis , materials science , artificial intelligence , composite material
A new access to indanones was discovered through a one‐step nickel or iron‐mediated transposition of 2‐hydroxyisobenzofurans. Starting from the corresponding silylenol ethers, a new one‐pot tandem isomerisation–Mukaiyama aldol process was also developed. These versatile strategies will be useful for the preparation of various types of indanones and indenones.