1,2-Aminohydroxylation reaction published in collaboration with BMS

Appearing online today is a new manuscript from a collaboration between the Engle lab and Bristol-Myers Squibb (BMS) describing the directed aminohydroxylation of non-conjugated alkenes using a weak oxidation system (2,6-dimethylbenzoquinone and O2 in HFIP). This method represents a convenient means of accessing beta-hydroxy-gamma-amino acids in an expedient manner from simple starting materials. To interrogate the reaction mechanism, we teamed up with process chemistry phenoms Drs. Mike Schmidt and Martin Eastgate from BMS, and together we established that the OH group of the product originates from O2 (potentially through the intermediacy of a peroxide or other reactive oxygen species). Congratulations to Tian (May) and Zhen from the Engle group as well as BMS coauthors Mike and Martin. Special props to undergraduate first author Tian (May), who managed to get the paper accepted only a few days before packing up and heading to her summer internship at Genentech, where she will spend a few months before starting her PhD at Caltech. May was the first undergraduate to publish a paper in the Engle group in 2016 and fittingly becomes the first undergraduate to complete a first-author contribution. Way to go team, and thanks to BMS for a great collaboration!

aminooxygenation

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