Seayad Jayasree, Patra Pranab Kumar, Zhang Yugen, Ying Jackie Y
Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669.
Org Lett. 2008 Mar 6;10(5):953-6. doi: 10.1021/ol800003n. Epub 2008 Feb 5.
A novel N-heterocyclic carbene (NHC)-catalyzed C-N bond formation by the reaction of alpha,beta-unsaturated aldehydes and nitrosobenzene to N-phenylisoxazolidin-5-ones, followed by an acid-catalyzed esterification and Bamberger-like rearrangement in a mild one-pot protocol leads to N-p-methoxyphenyl (N-PMP) protected beta-amino acid esters.
一种新型的N-杂环卡宾(NHC)催化的α,β-不饱和醛与亚硝基苯反应形成C-N键生成N-苯基异恶唑烷-5-酮,随后在温和的一锅法中进行酸催化的酯化反应和类似Bamberger重排,得到N-对甲氧基苯基(N-PMP)保护的β-氨基酸酯。