alpha,beta-Aziridinylphosphonates by lithium amide-induced phosphonyl migration from nitrogen to carbon in terminal aziridines

作者：Hodgson David M^*; Xu Zhaoqing

来源：Beilstein Journal of Organic Chemistry, 2010, 6: 978-983.

DOI：10.3762/bjoc.6.110

• amino acids
• aziridines
• lithiation
• migration
• synthetic methods

N-Phosphonate terminal aziridines undergo lithium 2,2,6,6-tetramethylpiperidide-induced N- to C-[1,2]-anionic phosphonyl group migration under experimentally straightforward conditions, to provide a stereocontrolled access to synthetically valuable trans-alpha,beta-aziridinylphosphonates. The utility of this chemistry has been demonstrated in the asymmetric synthesis of a beta-aminophosphonate.

• 出版日期2010-10-13