Highly Stereoselective Assembly of α-Carbolinone Skeletons via N-Heterocyclic Carbene-Catalyzed [4 + 2] Annulations.
Org Lett
; 20(23): 7518-7521, 2018 12 07.
Article
em En
| MEDLINE
| ID: mdl-30456956
ABSTRACT
A series of iminoindoline-derived alkenes was found to be a new class of excellent aza-diene electrophiles in NHC-catalyzed asymmetric [4 + 2] cyclizations. This transformation is mainly characterized by excellent compatibility, which allows aza-diene substrates to incorporate various substituents and functionalities, including (hetero)aryl, (linear or branched)alkyl, alkenyl, alkynyl, and ester groups. Forty examples of the desired tetrahydro-α-carbolinones were facilely synthesized using this method, with up to 99% yield and >99% ee.
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MEDLINE
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En
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2018
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Article