A Concise Stereoselective Synthesis of Preussin, 3-epi-Preussin, and Analogues
- 27 April 2006
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 8 (11), 2353-2356
- https://doi.org/10.1021/ol0606435
Abstract
A new stereoselective synthesis of the antifungal and antitumor agents Preussin and 3-epi-Preussin via a Pd-catalyzed carboamination of a protected amino alcohol is described. The key transformation leads to simultaneous formation of the N−C2 bond and the C1‘−aryl bond, and allows installation of the aryl group one step from the end of the sequence. This strategy permits the facile construction of a variety of preussin analogues bearing different aromatic groups.Keywords
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