Xu Guopin, Gilbertson Scott R
Chemical Biology Program, Department of Pharmacology and Toxicology, University of Texas Medical Branch, Galveston, Texas 77555-06309, USA.
Org Lett. 2005 Oct 13;7(21):4605-8. doi: 10.1021/ol0516521.
[reaction: see text] The synthesis of a series of NHC building blocks that can then be incorporated into more complicated structures by palladium catalysis is reported. This approach is used for the synthesis of three amino acids containing NHC side chains. The ability to use the amino acids in solid-phase peptide synthesis to make NHC-containing peptides is also demonstrated. Additionally, the NHC side chain can be deprotected and coordinated to a catalytically active transition metal. Finally, it is illustrated that the building blocks participate in Suzuki coupling to provide access to substituted NHC ligands.
[反应：见正文] 报道了一系列氮杂环卡宾结构单元的合成，这些结构单元随后可通过钯催化并入更复杂的结构中。该方法用于合成三种含氮杂环卡宾侧链的氨基酸。还证明了能够在固相肽合成中使用这些氨基酸来制备含氮杂环卡宾的肽。此外，氮杂环卡宾侧链可以脱保护并与催化活性过渡金属配位。最后，表明这些结构单元参与铃木偶联反应以提供获得取代氮杂环卡宾配体的途径。
