18262-77-6Relevant academic research and scientific papers
HYDROBORATION D'AZIRIDINES ETHYLENIQUES. SYNTHESE D'AZA-1 BICYCLO ALCANES
Chaabouni, Refaat,Laurent, Andre,Marquet, Bernard
, p. 877 - 885 (2007/10/02)
Hydroboration of aziridines having a β or γ-double bond 3b, 3c, 4b, 7c and 8 yields after oxydation, the expected hydroxy aziridines 11b, 11c, 12b, 13 and 14, which were cyclized by reaction with PPh3/Br2 to give 1-aza bicycloalkanes 23b, 24b, 25c, 26 and 27.The hydroboration of 2-vinyl aziridines 3a, 4a and 7a give Z-allylic amines 16aZ, 17aZ and 18Z.The use of 9-BBN or 2-vinyl substituated aziridines provides the β-hydroxy aziridines 19, 20 and 21.
