无过渡金属催化的N-苄基-N-叔丁氧羰基酰胺与不饱和醇的酯化反应  

Esterification of N-Benzyl-N-t-butoxycarbonyl-amides and Unsaturated Alcohol under Transition Metal-Free Conditions

作　　者：万云辉 杨福美 陈明瀚 孙德立 叶丹锋 Wan Yunhui;Yang Fumei;Chen Minghan;Sun Deli;Ye Danfeng(College of Material Science and Chemical Engineering,Ningbo University of Technology,Ningbo,Zhejiang 315211;Center for Supramolecular Chemistry&Catalysis,Department of Chemistry,College of Sciences,Shanghai University,Shanghai 200444;School of Resource and Environmental Engineering,Shanghai Polytechnic University,Shanghai 201209)

机构地区：[1]宁波工程学院材料与化学工程学院,浙江宁波315211 [2]上海大学理学院化学系、超分子化学与催化研究中心,上海200444 [3]上海第二工业大学资源与环境工程学院,上海201209

出　　处：《有机化学》2024年第4期1293-1300,共8页Chinese Journal of Organic Chemistry

基　　金：宁波工程学院(No.2130011540027)资助项目。

摘　　要：报道了一种无过渡金属催化条件下N-苄基-N-叔丁氧羰基酰胺与不饱和醇的酯化反应.在催化量叔丁醇锂的作用下,高活性的N-叔丁氧羰基酰胺作为亲电试剂与不饱和醇发生酯化反应,以优良的产率得到一系列不饱和酯类产物.此外,该反应体系无需昂贵的过渡金属催化,具有反应条件相对温和等优点,可进一步应用于天然产物和药物分子的后期修饰.A metal-free catalytic system for the esterification reaction of N-benzyl-N-t-butoxycarbonyl-amides with unsaturated alcohols was reported.With the assistance of catalytic amounts of lithium tert-butoxide,the highly reactive N-t-butoxy-carbonyl-amides were able to act as electrophiles and undergo esterification reactions with unsaturated alcohols to produce a series of unsaturated esters in excellent yields.Furthermore,this metal-free reaction system allowed relatively mild reaction conditions,making it a suitable choice for late-stage modification of natural products and drug molecules.

关 键 词：无过渡金属催化 N-苄基-N-叔丁氧羰基酰胺 不饱和醇 酯化 

分 类 号：O621.251[理学—有机化学]