Agami Claude, Dechoux Luc, Ménard Cécilia, Hebbe Séverine
Laboratoire de Synthèse Asymétrique (UMR CNRS 7611), Case courrier 47, Université P. et M. Curie, 4 place Jussieu, 75005 Paris, France.
J Org Chem. 2002 Oct 18;67(21):7573-6. doi: 10.1021/jo025955+.
The synthesis of enantiopure cis- and trans-2,3-disubstituted piperidines 4 is described. The key step of the synthesis involves the stereoselective reduction of chiral nonracemic lactams 2 by using BH3.Me2S. A rationalization of the stereoselectivity is presented.
本文描述了对映体纯的顺式和反式2,3-二取代哌啶4的合成。合成的关键步骤包括使用BH₃·Me₂S对手性非外消旋内酰胺2进行立体选择性还原。文中还对立体选择性进行了合理说明。