PDF(Pubmed)
Abstract：
The synthesis of a variety of enantioenriched 2,2-disubstituted pyrrolidines is described. A stereogenic quaternary center is first formed utilizing an asymmetric allylic alkylation reaction of a benzyloxy imide, which can then be reduced to a chiral hydroxamic acid. This compound can then undergo a thermal \"Spino\" ring contraction to afford a carbamate protected 2,2-disubstituted pyrrolidine stereospecifically. These pyrrolidines can be further advanced to enantioenriched indolizidine compounds. This reaction sequence allows access to new molecules that could be useful in the development of pharmaceutical agents.
摘要：
描述了多种对映体富集的2,2-二取代的吡咯烷的合成。首先利用苄氧基酰亚胺的不对称烯丙基烷基化反应形成立体四元中心，然后可以将其还原为手性异羟肟酸。然后，该化合物可以进行热“Spino”环收缩，以立体定向地提供氨基甲酸酯保护的2,2-二取代的吡咯烷。这些吡咯烷可以进一步发展为对映体富集的吲哚并嗪化合物。该反应顺序允许获得可用于开发药剂的新分子。
