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Enantioselective Organocatalytic Syntheses and Ring‐Expansions of Cyclobutane Derivatives
Author(s) -
Barday Manuel,
Bouillac Pierre,
Coquerel Yoann,
Amatore Muriel,
Constantieux Thierry,
Rodriguez Jean
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.202100405
Subject(s) - cyclobutane , enantioselective synthesis , annulation , organocatalysis , chemistry , ring strain , cyclobutanes , stereochemistry , fragmentation (computing) , ring (chemistry) , organic chemistry , catalysis , combinatorial chemistry , biology , ecology
The progress in enantioselective organocatalysis have enabled efficient and highly stereoselective syntheses of cyclobutane derivatives, through (2+2) annulation reactions, overcoming the geometrical constraints inherent to these small cyclic molecules. More importantly, and taking advantage of their strain‐releasing fragmentation, some cyclobutane derivatives, especially cyclobutanones and cyclobutenones, can now be regarded as versatile four‐carbon atoms units amenable to the enantioselective construction of larger rings by (4+n) annulation reactions to produce, five‐, six‐, seven‐ and eight‐membered cyclic products. These recent developments concerning the enantioselective synthetic chemistry of cyclobutane derivatives under organocatalytic conditions are reviewed herein.