Organic letters

A concise asymmetric route to the bridged bicyclic tropane alkaloid ferruginine using enyne ring-closing metathesis

VK Aggarwal, CJ Astle, M Rogers-Evans

文献索引：Aggarwal, Varinder K.; Astle, Christopher J.; Rogers-Evans, Mark Organic Letters, 2004 , vol. 6, # 9 p. 1469 - 1471

全文：HTML全文

被引用次数: 75

摘要

For successful RCM, it is important that the substrate should easily be able to adopt the conformation required for cyclization. Thus, to construct bridged azabicycles, the precursor must be able to adopt a conformation in which the two substituents are diaxial. This can best be achieved using acyl or alkoxycarbonyl groups on nitrogen as A 1,3 strain (between the carbonyl oxygen and substituents α to the nitrogen) 5 will result in the diaxial conformer being favored. Indeed, ...