Wang Shaozhong, Zhang Liming
Department of Chemistry/216, University of Nevada-Reno, 1664 North Virginia Street, Reno, NV 89557, USA.
J Am Chem Soc. 2006 Jul 5;128(26):8414-5. doi: 10.1021/ja062777j.
A highly efficient synthesis of alpha-alkylidene or benzylidene-beta-diketones from readily available propargylic esters has been developed. The proposed key transformation is a novel intramolecular acyl migration to nucleophilic AuIII-C(sp2) bonds. Noteworthy features of this method are its efficiency and stereoselectivity. The yields of this reaction were mostly close to quantitative, and high to excellent stereoselectivities were observed in the cases of dienyl beta-diketones.
已开发出一种从容易获得的炔丙基酯高效合成α-亚烷基或亚苄基-β-二酮的方法。所提出的关键转化是一种新型的分子内酰基迁移至亲核AuIII-C(sp2)键。该方法的显著特点是其效率和立体选择性。该反应的产率大多接近定量，并且在二烯基β-二酮的情况下观察到了高至优异的立体选择性。
