一、應用路易士酸催化斷裂carbamate與carbonate樹脂 二、研發新型氧化斷裂且可重複利用的鍵鏈劑 1. Lewis acid-catalyzed cleavage of carbamate and carbonate resin; 2. Development of novel oxidatively removable and recyclable linkers for combinatorial solid phase synthesis

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题名:	一、應用路易士酸催化斷裂carbamate與carbonate樹脂二、研發新型氧化斷裂且可重複利用的鍵鏈劑 1. Lewis acid-catalyzed cleavage of carbamate and carbonate resin;2. Development of novel oxidatively removable and recyclable linkers for combinatorial solid phase synthesis
作者:	林育聖;Yu-Sheng Lin
贡献者:	化學研究所
关键词:	組合式化學;相合成;鍵鏈劑;combinatiorial chemistry;olid phase synthesis
日期:	2001-07-04
上传时间:	2009-09-22 10:08:45 (UTC+8)
出版者:	國立中央大學圖書館
摘要:	第一章在與Merrifield樹脂鍵鏈的benzyloxycarbonyl當量上製備醯胺與酯類的程序已經被發展了。聚合物支撐的carbamates與溴化鋅及適當的鹵化醯基在三乙基胺的存在下反應得很乾淨產生他們相對的醯胺且具高產率與高純度。與樹脂鍵鏈的carbonates的斷裂也適用類似的系統去斷裂產生乙酸酯或苯甲酸酯，但並不需要三乙胺的參與。第二章兩種新穎、可重複使用且用氧化劑CAN斷裂的phenanthridine鍵鏈劑在此被介紹。這些鍵鏈劑基於雙取代醯胺被設計為?酸基化合物的氧化斷裂，但是卻能容忍酸、鹼與還原的反應條件。這些鍵鏈劑在固相有機合成上的應用產生具高產率與高純度的產物。 Chapter I A procedure for the preparation of amides and esters on a Merrifield resin- bound benzyloxycarbonyl equivalent has been developed. Ploymer- supported carbamates react cleanly with zinc bromide and the appropriate acyl halide in the presence of triethylamine to provide their corresponding amides in high yields and purities. Cleavage of resin-bound carbonates was carried out using the similar reagent systems in the absence of triethylamine to give acetate and benzoates. Chapter II Two novel, reusable phenanthridine linkers that use ceric ammonium nitrate (CAN) as a cleavage reagent are described. These linkers are based on a disubstituted amide and are designed for the release of carboxylic acids, but tolerate exposure to acidic, basic, and reductive reactions. Application of these linkers to solid phase organic synthesis affords products in excellent yields and high purities.
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