Accessing Brominated Natural Product Motifs Using Phosphoramidite Catalysis
Carl Recsei A and Christopher S. P. McErlean A BA School of Chemistry, University of Sydney, Sydney, NSW 2006, Australia.
B Corresponding author. Email: christopher.mcerlean@sydney.edu.au
Australian Journal of Chemistry 68(4) 555-565 https://doi.org/10.1071/CH14539
Submitted: 1 September 2014 Accepted: 9 October 2014 Published: 19 November 2014
Abstract
This article describes the application of a first-generation phosphoramidite catalyst to the construction of the most commonly encountered subunits of bromine-containing natural products. The process is compared with previous efforts, and is found to be complementary to existing methods. Application of the process enables bromocarbocyclisations, bromoetherifications, and bromoallene formation using the common laboratory reagent N-bromosuccinimide.
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