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Unsaturated Four‐Membered Rings: Efficient Strategies for the Construction of Cyclobutenes and Alkylidenecyclobutanes
Author(s) -
Eisold Michael,
Baumann Andreas N.,
Kiefl Gabriel M.,
Emmerling Sebastian T.,
Didier Dorian
Publication year - 2017
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.201604585
Subject(s) - chemistry , computer science
Abstract Our recent studies of the diastereo‐ and enantioselective formation of strained alkylidenecycloalkanes drove us to more‐thoroughly investigate the formation of four‐membered rings for which only few efficient methods are described. We first developed a strategy to diversify the saturated part of the four‐membered ring and applied it to a highly diastereoselective synthesis of more‐elaborate alkylidenecyclobutanes, which completed our precedent studies. In parallel, cyclobutene structures were built employing simple organometallic methods and further functionalized to give a diverse range of new substitution patterns, which consequently enriched the pool of cyclobutene‐based building blocks.

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