Braga Antonio L, Paixão Marcio W, Lüdtke Diogo S, Silveira Claudio C, Rodrigues Oscar E D
Departamento de Química, Universidade Federal de Santa Maria, Santa Maria, RS, 97105-900, Brazil.
Org Lett. 2003 Jul 24;5(15):2635-8. doi: 10.1021/ol034773e.
[reaction: see text] A set of chiral aliphatic amino diselenides have been synthesized from readily available starting materials in a straightforward synthetic route via the ring-opening reaction of the parent aziridines. These ligands have been tested as catalysts for the enantioselective addition of diethylzinc to aldehydes. The influence of the alkyl group substituents on the stereoselectivity has been studied, and in the best case, an enantiomeric excess up to 99% could be obtained by using only 0.5 mol % of the chiral diselenide 3a.
[反应：见正文] 通过母体氮丙啶的开环反应，以简单的合成路线从易得的起始原料合成了一组手性脂肪族氨基二硒醚。这些配体已作为催化剂用于二乙基锌对醛的对映选择性加成反应进行了测试。研究了烷基取代基对立体选择性的影响，在最佳情况下，仅使用0.5 mol%的手性二硒醚3a可获得高达99%的对映体过量。
