Solid-supported nitroso hetero Diels-Alder reactions.: 2.: Arylnitroso dienophiles:: Scope and limitations
Solid-supported nitroso hetero Diels-Alder reactions.: 2.: Arylnitroso dienophiles:: Scope and limitations
复制标题
DOI：
10.1021/cc7001414
复制
发表时间：
2008-01-01
影响因子：
--
通讯作者：
Miller, Marvin J.
中科院分区：
文献类型：
--
作者：
Krchnak, Viktor;Moellmann, Ute;Miller, Marvin J.
制备了固定化的芳基亚硝基亲双烯体，并将其用于与多种双烯的杂Diels-Alder（HDA）反应。聚合物负载的芳基亚硝基物质在几种可由不同裂解试剂裂解的连接体上制备，并用于（i）优化HDA反应的反应条件，（ii）评价与各种二烯的反应结果，（iii）比较二烯的相对反应性，和（iv）评估HDA加合物对固相制备（TFA）中通常使用的裂解条件的稳定性。已对一组19种二烯的HDA反应结果进行了评估，并比较了产生预期HDA加合物的二烯的相对反应性。将切割的产品进行生物测定，并报告结果。
Immobilized arylnitroso dienophiles were prepared and used in hetero Diels-Alder (HDA) reactions with a variety of dienes. Polymer-supported arylnitroso species were prepared on several linkers cleavable by different cleavage reagents and used for (i) optimization of reaction conditions for HDA reactions, (ii) evaluation of the reaction outcome with various dienes, (iii) comparison of relative reactivities of dienes, and (iv) assessment of the stability of HDA adducts toward cleavage conditions typically used in solid-phase preparation (TFA). The outcome of the HDA reactions has been evaluated for a set of 19 dienes, and the relative reactivities of dienes that yielded the expected HDA adducts were compared. Cleaved products were submitted to biological assays, and the results are reported.