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Diastereodivergent Processes in Palladium‐Catalyzed Allylic Alkylation
Author(s) -
Oliveira Maria Teresa,
Audisio Davide,
Niyomchon Supaporn,
Maulide Nuno
Publication year - 2013
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201200644
Subject(s) - enantiopure drug , tsuji–trost reaction , palladium , diastereomer , epimer , nucleophile , catalysis , alkylation , chemistry , yield (engineering) , allylic rearrangement , combinatorial chemistry , enantioselective synthesis , organic chemistry , materials science , metallurgy
Dynamic deracemizations are robust strategies wherein a racemate is converted into a single enantiopure product in 100 % yield. A process can be defined as diastereodivergent if multiple diastereomers of the product are possible and if a specific process offers the ability to generate each and every one of them by fine‐tuning the reaction conditions. Palladium‐catalyzed asymmetric allylic alkylation with stabilized nucleophiles is a versatile strategy that can be used to achieve this goal. In this concept, we summarize the advances that have been made in this field. We also introduce and develop the novel concepts of diastereodivergent deracemization and diastereodivergent de‐epimerization.