Reductive transformations of 5, 6??dihydro??4H??1, 2??oxazines: Synthesis of 4??hydroxy ketoximes, N??hydroxypyrrolidine derivatives, and other nitrogen??containing …
C Hippeli, HU Reißig
文献索引：Hippeli, Claudia; Reissig, Hans-Ulrich Liebigs Annalen der Chemie, 1990 , # 5 p. 475 - 481
Abstract 6-Siloxy-substituted 1, 2-oxazines 1 are transformed into 4-hydroxy ketoximes 2 by reduction with NaBH 4 in ethanol. Reductive Beckmann rearrangement converts the oxime 2a into the 1, 4-amino alcohol 7. Diisobutylaluminum hydride (DIBAH) induces a novel reductive ring contraction of 1 to provide either N-hydroxypyrrolidine derivatives 8 or nitrones 9. Other 1, 2-oxazines lacking the 6-siloxy substituent are also studied under ...
