Development and evaluation of a solid-supported cyclobutadieneiron tricarbonyl complex for parallel synthesis applications.
Development and evaluation of a solid-supported cyclobutadieneiron tricarbonyl complex for parallel synthesis applications.
复制标题
用于平行合成应用的固体支撑环丁二烯铁三羰基络合物的开发和评估。
DOI：
10.1021/co2002069
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发表时间：
2012
影响因子：
--
通讯作者：
Snapper,MarcL
中科院分区：
文献类型：
--
作者：
Marineau,JasonJ;Snapper,MarcL
环丁二烯的环加成可以提供快速获得刚性多环体系的途径。这些应变环加合物的进一步功能化可以导致用于探测化学空间的未探索区域的独特支架。沿着这些路线，这些新系统的高通量合成的机会可以通过引入固定化的环丁二烯试剂来促进。本文报道了附接至固体载体的三羰基铁环丁二烯络合物的初步研究。在各种亲二烯体的存在下，固定化的环丁二烯的氧化解蔽被示出产生少量的取代的双环[2.2.0]己烯衍生物。固体载体环加成策略被证明是可比的，但效率较低的溶液相方法产生这些环加合物。
Cycloadditions of cyclobutadiene can offer rapid access to rigid polycyclic ring systems. Further functionalization of these strained-ring cycloadducts can lead to unique scaffolds for probing unexplored regions of chemical space. Along these lines, opportunities for high-throughput syntheses of these novel systems could be facilitated with the introduction of an immobilized cyclobutadiene reagent. Reported herein are preliminary studies of an iron tricarbonyl cyclobutadiene complex attached to solid support. Oxidative unmasking of the immobilized cyclobutadiene in the presence of various dienophiles is shown to produce a small collection of substituted bicyclo[2.2.0]hexene derivatives. The solid support cycloaddition strategy is shown to be comparable, but lower in efficiency to solution phase methods for generating these cycloadducts.