HYDROBORATION D'AZIRIDINES ETHYLENIQUES. SYNTHESE D'AZA-1 BICYCLO ALCANES

Article abstract of DOI:10.1016/0040-4020(80)80038-X

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.