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Reactions of Allenes with strong Borane‐Based Lewis Acids
Author(s) -
Gellrich Urs
Publication year - 2021
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.202100810
Subject(s) - allene , chemistry , borane , lewis acids and bases , boron , boranes , catalysis , computational chemistry , molecule , organic chemistry , combinatorial chemistry
Abstract In recent years, reactions of unsaturated organic molecules with strong boron‐based Lewis acids have attracted considerable attention. In this review, reactions of allenes with boron‐based Lewis acids, especially such ones equipped with perfluorophenyl rings, are discussed. It is shown that depending on the substitution pattern of the allene and the borane, a surprisingly broad variety of chemical transformations can be observed. These transformations often include unexpected skeletal rearrangements of the former allene. Furthermore, some transformations require only catalytic amounts of the borane‐based Lewis acid. Within this minireview, emphasis is given to the mechanistic aspects of these transformations, and similarities in the initial reaction steps are outlined.