Highly Enantioselective Intermolecular Hydroamination of Allylic Amines with Chiral Aldehydes as Tethering Catalysts

Chirally LinkedIn: Chiral aldehydes are effective tethering catalysts for enantioselective intermolecular hydroamination, which provides access to vicinal diamine motifs in good yields and excellent enantioselectivities (see scheme). This work highlights simple chiral α‐oxygenated aldehydes as effec...

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Bibliographic Details
Published in:Chemistry : a European journal 2013-02, Vol.19 (8), p.2597-2601
Main Authors: MacDonald, Melissa J., Hesp, Colin R., Schipper, Derek J., Pesant, Marc, Beauchemin, André M.
Format: Article
Language:English
Subjects:
Aldehydes
Aldehydes - chemistry
Alkenes - chemistry
Amination
Amines
Amines - chemistry
asymmetric catalysis
Asymmetry
Catalysis
Catalysts
Chemistry
Diamines
hydroamination
hydroxylamines
Stereoisomerism
tethered reactions
Tethering
vicinal diamines
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Summary:Chirally LinkedIn: Chiral aldehydes are effective tethering catalysts for enantioselective intermolecular hydroamination, which provides access to vicinal diamine motifs in good yields and excellent enantioselectivities (see scheme). This work highlights simple chiral α‐oxygenated aldehydes as effective organocatalysts capable of efficiently inducing asymmetry through transient intramolecularity.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201203462