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Versatility in the Brook Rearrangement for the Selective Ring‐Opening of Three‐Membered Rings
Author(s) -
Tugny Coralie,
Zhang FaGuang,
Marek Ilan
Publication year - 2019
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.201805006
Subject(s) - stereocenter , ring (chemistry) , selectivity , chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , enantioselective synthesis
From a single α‐silylated carbinol intermediate, easily accessible by carbometallation of cyclopropenes, various scaffolds featuring a quaternary carbon stereocenter could be obtained selectively. The selectivity towards these different products was achieved by either changing the experimental conditions or the nature of the organometallic species involved.