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%.