An efficient and selective access to 1-substituted and 3-substituted derivatives of luotonin A

作者：Haider Norbert^*; Meng Ge; Roger Sabine; Wank Sigrid

来源：Tetrahedron, 2013, 69(34): 7066-7072.

DOI：10.1016/j.tet.2013.06.040

• Luotonin A
• [4+2] Cycloaddition
• Sonogashira coupling
• Amide dehydration

A method for the selective introduction of a substituent into position 1 or position 3 of the antitumour alkaloid, luotonin A, is described. The protocol involves a base-catalysed intramolecular [4+2] cycloaddition reaction of an arylpropargyl unit with a carbonitrile as the key step. These educts are conveniently accessible in two steps from a known precursor. The newly developed route is orthogonal to a previously used cycloaddition approach, which gave access to 2- or 4-substituted luotonin A derivatives.

• 出版日期2013-8-26
• 单位西安交通大学