10.1021/ol990942c.s002
Diego A. Alonso
Diego A.
Alonso
Sofia J. M. Nordin
Sofia J. M.
Nordin
Pher G. Andersson
Pher G.
Andersson
Highly Diastereoselective Reaction of
2-Azanorbornyl Enolates with
Electrophiles
American Chemical Society
1999
diastereoselectivitie
Deprotonation
alkyl halides
enolate
Electrophile
LDA
Azanorbornyl
exocyclic
aldehyde
lithium
electrophile
azanorbornyl
Diastereoselective Reaction
diastereoselective reaction
acyl chlorides
yield
exo addition products 6.
Enolate
1999-10-17 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Highly_Diastereoselective_Reaction_of_2-Azanorbornyl_Enolates_with_Electrophiles/3760842
A highly diastereoselective reaction of 2-azanorbornyl enolates with electrophiles has been studied. Deprotonation of 4 with LDA at low
temperature affords the corresponding exocyclic lithium enolate 5, which reacts with different electrophiles such as alkyl halides, aldehydes
and acyl chlorides to give the corresponding <i>exo</i> addition products 6. The products are formed in good yields and with diastereoselectivities
above 95%.