Kishore Gade, Gautam Vibha, Chandrasekaran Srinivasan
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
Carbohydr Res. 2014 May 22;390:1-8. doi: 10.1016/j.carres.2014.02.022. Epub 2014 Mar 4.
α-Amino γ-lactams have been synthesized from carbohydrate derived cyclopropanecarboxylates using N-iodosuccinimide (NIS) and NaN3. Cyclopropane ring opening with NIS and NaN3 in different solvents has been studied. Reductive cyclization of the intermediate di-azides leads to the carbohydrate fused α-amino γ-lactam and γ-lactams. Additionally, the methodology has been successfully extended to the synthesis of a glycopeptide.
已使用N-碘代琥珀酰亚胺（NIS）和叠氮化钠从碳水化合物衍生的环丙烷羧酸盐合成了α-氨基γ-内酰胺。研究了在不同溶剂中用NIS和叠氮化钠使环丙烷开环的反应。中间体二叠氮化物的还原环化反应生成了碳水化合物稠合的α-氨基γ-内酰胺和γ-内酰胺。此外，该方法已成功扩展至糖肽的合成。
