Ferreira Jasmin, Rees-Jones Sophie C M, Ramaotsoa Valerie, Msutu Ath'enkosi, Hunter Roger
Chemistry Department, University of Cape Town, Rondebosch 7701, Cape Town, South Africa.
Org Biomol Chem. 2016 Feb 7;14(5):1545-9. doi: 10.1039/c5ob02560e.
Room temperature E1cB N-N cleavage of oxazolidinone hydrazides via N-alkylation with diethyl bromomalonate and potassium or caesium carbonate as base in acetonitrile is presented. The new method has a much improved chemoselectivity, which is illustrated by a concise total synthesis of the piperidine iminosugar (+)-1,4-dideoxyallonojirimycin.
本文介绍了在乙腈中，以溴代丙二酸二乙酯进行N-烷基化反应，并以碳酸钾或碳酸铯作为碱，通过室温下恶唑烷酮酰肼的E1cB N-N裂解反应。该新方法具有显著提高的化学选择性，这在哌啶亚氨基糖（+）-1,4-二脱氧阿洛糖胺的简洁全合成中得到了体现。
