C 2 -Symmetric Sc(III)-Complexes as Chiral Lewis Acids. Catalytic Enantioselective Aldol Additions to Glyoxylate Esters

Cationic Lewis acid complexes [Sc(pyridyl-bis(oxazolinyl)](Cl2)SbF6 1a and 1b catalyze aldol reactions with ethyl glyoxylate with enantioselectivities ranging from 90 to 99% ee and syn reaction diastereoselections ranging from 90:10 to 95:5.

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Bibliographic Details
Published inOrganic letters Vol. 4; no. 20; pp. 3375 - 3378
Main Authors Evans, David A, Masse, Craig E, Wu, Jimmy
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 03.10.2002
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
COPPER(II) COMPLEXES
ACETALS
ENOLSILANES
PYRUVATE ESTERS
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Summary:Cationic Lewis acid complexes [Sc(pyridyl-bis(oxazolinyl)](Cl2)SbF6 1a and 1b catalyze aldol reactions with ethyl glyoxylate with enantioselectivities ranging from 90 to 99% ee and syn reaction diastereoselections ranging from 90:10 to 95:5.
Bibliography:Medline
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026488l