Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.
Org Lett. 2012 Aug 17;14(16):4282-5. doi: 10.1021/ol3020623. Epub 2012 Aug 6.
As a complement to Pd(0)-catalyzed cyclizations, seven Pd(II)-catalyzed cyclization strategies are reported. α,ω-Diynes are selectively hydroborated to bis(boronate esters), which cyclize under Pd(II)-catalysis producing a diverse array of small, medium, and macrocyclic polyenes with controlled E,E, Z,Z, or E,Z stereochemistry. Various functional groups are tolerated including aryl bromides, and applications are illustrated.
作为 Pd(0)催化环化的补充,本文报道了七种 Pd(II)催化环化策略。α,ω-二炔可选择性地氢硼化生成双(硼酸酯),在 Pd(II)催化下环化生成具有可控 E,E、Z,Z 或 E,Z 立体化学的各种小、中、大环多烯。该方法可耐受各种官能团,包括芳基溴化物,并进行了应用实例展示。