5 years ago

Total Synthesis and Stereochemical Assignment of (+)-Broussonetine H

Total Synthesis and Stereochemical Assignment of (+)-Broussonetine H
Erick M. Carreira, Simon L. Rössler, James Y. Hamilton, Benedikt S. Schreib, Matthias Ginterseder
Herein, the first total synthesis and stereochemical assignment of (+)-broussonetine H are reported. The ambiguous stereocenters within different fragments were independently installed through asymmetric methods, namely a diastereo- and enantioselective, iridium-catalyzed spiroketalization and Brown allylation. Finally, convergent merging of the fragments enabled the synthesis of all potential diastereomers, allowing stereochemical assignment of (+)-broussonetine H.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02620

DOI: 10.1021/acs.orglett.7b02620

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