A convergent synthesis of the macrocyclic core of cytotrienins: application of RCM for macrocyclization |
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Authors: | Evano Gwilherm Schaus Jennifer V Panek James S |
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Affiliation: | Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA. |
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Abstract: | [reaction: see text] The asymmetric synthesis of the fully elaborated macrocyclic core of cytotrienins A-D, potent apoptosis-inducing agents, is described. Synthetic highlights include the construction of the aniline bond using a copper-mediated amidation and the use of a ring-closing metathesis (RCM) reaction to efficiently install the (E,E,E)-triene and simultaneously construct the macrocyclic lactam. |
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