Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, United Kingdom.
Org Lett. 2010 Mar 5;12(5):1060-3. doi: 10.1021/ol100046a.
The osmium-catalyzed oxidative cyclization of amino alcohol initiators formally derived from 1,4-dienes is an effective method for the construction of pyrrolidines, utilizing a novel reoxidant (4-nitropyridine N-oxide = NPNO). The cyclization of enantiopure syn- and anti-amino alcohols gives rise to enantiopure cis- and trans-2,5-disubstituted pyrrolidines, respectively. Moreover, the cyclization of bis-homoallylic amines bearing an exocyclic chelating group is shown to be a complementary method for trans-pyrrolidine formation.
锇催化的由 1,4-二烯衍生的氨基醇引发剂的氧化环化反应是构建吡咯烷的有效方法，利用新型氧化剂（4-硝基吡啶 N-氧化物=NPNO）。对映体纯的顺式和反式氨基醇的环化分别生成对映体纯的顺式和反式 2,5-二取代吡咯烷。此外，还显示带有外接螯合基团的双偕二烯丙基胺的环化反应是形成反式吡咯烷的互补方法。
