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Baeyer–Villiger Oxidation of the Bicyclo[2.2.2]octanone System Revisited: Searching for a Modular Construction of Heavily Substituted Cyclohexanes Based on m ‐CPBA Mediated Selective Oxygen Insertion
Author(s) -
Finet Laure,
Dakir Mohamed,
Castellote Isabel,
Arseniyadis Siméon
Publication year - 2007
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.200700321
Subject(s) - baeyer–villiger oxidation , cyclohexanes , chemistry , bicyclic molecule , domino , ring (chemistry) , stereochemistry , oxygen , modular design , combinatorial chemistry , organic chemistry , catalysis , operating system , computer science
Described herein is the use of Baeyer–Villiger oxidation for the selective insertion of oxygen into a variously substituted bicyclo[2.2.2]octanone system, synthesized by a consecutive domino process. By using the appropriate sequence of steps and starting from common intermediate 2a , six‐membered ring systems with appropriate substituents that could serve as surrogates for several functionalities could be accessed.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)