ol6b02962_si_001.pdf (1.01 MB)
A Second-Generation Synthesis of the Cyanthiwigin Natural Product Core
journal contribution
posted on 2016-10-19, 21:19 authored by Kelly
E. Kim, Brian M. StoltzAn improved synthesis of the cyanthiwigin
natural product core
enabled by new catalytic technology is reported. The key double catalytic
enantioselective alkylation has been reoptimized using a recently
developed protocol employing low loadings of palladium catalyst, thereby
facilitating large-scale production of the tricyclic cyanthiwigin
framework. Additionally, preparation of the penultimate aldehyde intermediate
is expedited through the application of anti-Markovnikov Tsuji–Wacker
oxidation.