Use of the Diels-Alder Cycloaddition of Tetracyclone and Internal Aryl Acetylenes for the Synthesis of Functionalized Atropisomeric Biaryls

作者：Hapke Marko^*; Gutnov Andrey; Weding Nico; Spannenberg Anke; Fischer Christine; Benkhaeuser Schunk Christian; Heller Barbara

来源：European Journal of Organic Chemistry, 2010, (3): 509-514.

DOI：10.1002/ejoc.200901080

• Atropisomerism
• Biaryls
• Diels-Alder reaction
• Cycloaddition
• Alkynes

The Diels-Alder cycloaddition reaction of tetracyclone and functionalized, internal aryl acetylenes gave access to a number of bulky atropisometic biaryls in good to excellent yield. The synthesis is convenient and yields the pure biaryls without tedious work-up and purification procedures. Exemplarily the atropisomers have been resolved via the diastereomers in an easy and efficient manner to yield the enantiomers.

• 出版日期2010-1