Tetrahedron

Hydroboration d'aziridudines èthylèniques synthése d'aza-1 bicyclo [n, 1, 0] alcanes

R Chaabouni, A Laurent, B Marquet

Index: Chaabouni, Refaat; Laurent, Andre; Marquet, Bernard Tetrahedron, 1980 , vol. 36, p. 877 - 885

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Citation Number: 14

Abstract

Hydroboration of aziridines having a β or γ-double bond 3b, 3c, 4b, 7c and 8 yields after oxidation, the expected hydroxy aziridines 11b, 11c, 12b, 13 and 14, which were cyclized by reaction with PPh3/Br2 to give 1-aza bicyclo [n, 1, 0] alkanes 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 of 2-vinyl substituted aziridines provides the β-hydroxy aziridines 19, ...