Synthesis

α-Secondary dialkylallylamines from aminonitriles via the Bruylants reaction

H AHLBRECHT, H DOLLINGER

Index: Ahlbrecht, Hubertus; Dollinger, Horst Synthesis, 1985 , # 8 p. 743 - 748

Full Text: HTML

Citation Number: 17

Abstract

The praeitally unknown-1-S€ COIlClBl'_V allylarnines 1 have been synthesised in good to very good yields by reaction of allylaminonitriles 7 with Grignard reagents. The reaction is regio-and stereoselective and can also be run with x-amiuoriitriles 9 and vinyl Grignard reagents. at-Primary allylamines l (R"= H) can be deprotonated to give l-aminoallylanions 3 which react with electrophiles to yield enarnines 42" 5 regioseleetively. The latter can be ...