Expanding the limits of isonitrile-mediated amidations: on the remarkable stereosubtleties of macrolactam formation from synthetic seco-cyclosporins.

Abstract

The scope of isonitrile-mediated amide bond-forming reactions is further explored in this second-generation synthetic approach to cyclosporine (cyclosporin A). Both type I and type II amidations are utilized in this effort, allowing access to epimeric cyclosporins A and H from a single precursor by variation of the coupling reagents. This work lends deeper… (More)
DOI: 10.1021/ja2103372

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@article{Wu2012ExpandingTL, title={Expanding the limits of isonitrile-mediated amidations: on the remarkable stereosubtleties of macrolactam formation from synthetic seco-cyclosporins.}, author={Xiang-yang Wu and Jennifer L Stockdill and Peter K. Park and Samuel J Danishefsky}, journal={Journal of the American Chemical Society}, year={2012}, volume={134 4}, pages={2378-84} }