Synthesis of 1- and 1,2-Substituted Cyclopropylamines from Ketone Homoenolates.
Org Lett
; 24(32): 5869-5873, 2022 Aug 19.
Article
em En
| MEDLINE
| ID: mdl-35792498
ABSTRACT
Ketone homoenolates are intermediates with both nucleophilic and electrophilic properties. While there are several reports on their use as nucleophiles, there are few reports on their potential as electrophiles. Herein, we report the use of ketone zinc/copper homoenolates as electrophiles in the synthesis of 1- and 1,2-substituted cyclopropylamines. We found that CuCN·2LiCl is essential to produce a more reactive homoenolate intermediate. We also report a facile telescoped sequence from ß-substituted enones toward 1,2-disubstituted cyclopropylamines.
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MEDLINE
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2022
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Article