The shortest synthesis of optically active Geissman-Waiss lactone, a key synthetic intermediate for necine bases
作者:Hiroki Takahata、Yasunori Banba、Takefumi Momose
DOI:10.1016/s0957-4166(00)82169-2
日期:1991.1
A short synthesis of (+)-(1R,5R)-2-oxa-6-azabicyclo[3.3.0]octan-3-one (the Geissman-Waiss lactone, 1) by palladium (II)-catalyzed intramolecular aminocarbonylation of (R)-N-benzyloxycarbonyl-3-hydroxy-4-pentenylamine (4) available from the Katsuki-Sharpless kinetic resolution of racemic 4 has been accomplished.
钯(II)催化的分子内短合成(+)-(1 R,5 R)-2-oxa-6-氮杂双环[3.3.0] octan-3-one(Geissman-Waiss内酯,1) (R)-N-苄氧基羰基-3-羟基-4-戊烯基胺(4)的氨基羰基化已经完成,其可从外消旋物4的Katsuki-Sharpless动力学拆分中获得。