Synthesis of a library of tricyclic azepinoisoindolinones

• Bettina Miller,
• Shuli Mao,
• Kara M. George Rosenker,
• Joshua G. Pierce and
• Peter Wipf

Beilstein J. Org. Chem. 2012, 8, 1091–1097, doi:10.3762/bjoc.8.120

• ; epoxide aminolysis; hydrozirconation; isoindolinones; metathesis; N-acyliminium ion; Introduction Isoindolinones represent a common scaffold seen in naturally occurring compounds such as magallanesine [1], lennoxamine [2] and clitocybin A [3], or drug candidates such as pagoclone [4] (Figure 1). These

• –isomerization sequence and a ZnI2-mediated epoxide aminolysis. We investigated the factors influencing the alkene isomerization during the RCM process, and identified the presence of the additive Ti(OiPr)4, the substitution pattern on the alkene, and the chemical reactivity of the benzylic allylic methine