作者:B.P. Wijnberg、W.N. Speckamp、A.R.C. Oostveen
DOI:10.1016/0040-4020(82)85067-9
日期:1982.1
imides 2 and 4. HCOOH-Cyclisation of the hydroxylactams affords polycyclic piperidines through stereoselective α-acyliminium ring closure. Concomitant synchronous and stepwise cyclisation pathways are operative in the anti-periplanar addition of tertiary α-acyliminium ions to Me substituted olefins 8c and 11c.
立体控制的NaBH 4 / H⊕-还原3,4-顺式-双取代的N-烯基酰亚胺1-5导致仲羟基内酰胺。叔羟基内酰胺是通过将MeMgCl加到酰亚胺2和4中形成的。羟基内酰胺的HCOOH环化通过立体选择性α-酰基亚胺闭环提供多环哌啶。伴随的同步和逐步环化途径在叔α-酰基亚胺离子反平面添加到Me取代的烯烃8c和11c中起作用。