Asymmetric syn-aldol reaction of α-hydroxy ketones with tertiary amine catalysts

Bibliographic description

punktacja MNiSW [2013 A]: 35

title:	Asymmetric syn-aldol reaction of α-hydroxy ketones with tertiary amine catalysts
author:	Baś Sebastian , Woźniak Łukasz, Cygan Judyta, Młynarski Jacek
journal title:	European Journal of Organic Chemistry
volume:	2013
issue:	30
date of publication :	2013
pages:	6917-6923
ISSN:	1434-193X
eISSN:	1099-0690
DOI:	10.1002/ejoc.201300872
language:	English
journal language:	English
abstract in English:	The tertiary amine-catalyzed direct asymmetric aldol reac- tion of 2-hydroxyacetophenones (2-hydroxy-1-arylethan- ones) with a variety of aliphatic aldehydes has been demon- strated. By using 20 mol-% of unmodified cinchonine as cata- lyst, the direct aldol reaction products were isolated in good yields and with remarkably high syn diastereocontrol andgood asymmetric induction (40–78% ee ). This newly elabo- rated tertiary-amine-catalyzed direct asymmetric aldol reac- tion has extended the scope of organocatalytic processes to aromatic α -hydroxy ketones, which have hitherto been unre- active towards enamine catalysis.
affiliation:	Wydział Chemii : Zakład Chemii Organicznej
type:	journal article
subtype:	academic paper

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