کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5274587 | 1385514 | 2009 | 4 صفحه PDF | دانلود رایگان |
A series of vulpinic acids differing by the aryl or heteroaryl groups placed in the ester α-position were prepared by Suzuki–Miyaura cross-coupling involving a common iodide and the corresponding aryl boronates. The preparation of the iodide precursor from (+)-dimethyl l-tartrate required four steps: the esterification of one hydroxyl group, a Dieckmann cyclization allowing the construction of the tetronic acid moiety, a dehydration leading to the installation of the exocyclic double bond and lastly, an N-iodosuccinimide-mediated iodation of the alkene obtained.
Vulpinic acids were prepared by Suzuki–Miyaura cross-coupling involving a common iodoalkene, obtained in a few steps, including a Dieckmann cyclization, from (+)-dimethyl l-tartrate.Figure optionsDownload as PowerPoint slide
Journal: Tetrahedron Letters - Volume 50, Issue 20, 20 May 2009, Pages 2430–2433