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Diastereodivergent Carbometalation/Oxidation/Selective Ring Opening: Formation of All‐Carbon Quaternary Stereogenic Centers in Acyclic Systems
Author(s) -
Delaye PierreOlivier,
Didier Dorian,
Marek Ilan
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201300664
Subject(s) - stereocenter , cyclopropene , chemistry , enantiomer , aldehyde , quaternary carbon , ring (chemistry) , derivative (finance) , stereochemistry , carbon fibers , enantioselective synthesis , combinatorial chemistry , organic chemistry , catalysis , materials science , financial economics , economics , composite number , composite material
A twofer : The title reaction sequence for cyclopropenes allows the preparation of aldehydes bearing α‐quaternary stereocenters in a one pot‐reaction from readily available starting materials. Through a diastereodivergent carbometalation reaction, both enantiomers of the corresponding aldehyde were obtained from the same cyclopropene derivative (see scheme).