Formation of Isoxazolidines by Enantioselective Copper-Catalyzed Annulation of 2-Nitrosopyridine with Allylstannanes
作者:Indranil Chatterjee、Roland Fröhlich、Armido Studer
DOI:10.1002/anie.201105515
日期:2011.11.18
cycloadditions of 2‐nitrosopyridine with various allylstannanes give 4‐stannyl‐substituted isoxazolidines. The use of [Cu(MeCN)4]PF6, in combination with a Walphos ligand, leads to excellent enantioselectivies and high yields. With cis‐2‐alkenylstannanes as nucleophiles, 3‐alkyl‐4‐stannyl‐substituted isoxazolidines are formed with excellent diastereo‐ and enantioselectivities.
点击!2-亚硝基吡啶与各种烯丙基锡烷的正式[3 + 2]环加成反应得到4-锡烷基取代的异恶唑烷。与Walphos配体结合使用[Cu(MeCN)4 ] PF 6可以实现出色的对映选择性和高产率。以顺-2-烯基锡烷为亲核试剂,可形成具有出色的非对映和对映选择性的3-烷基-4-锡烷基取代的异恶唑烷。