Catalytic asymmetric hydroamination of unactivated internal olefins to aliphatic amines
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Buchwald_Catalytic Asymmetric.pdf
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Author(s)
Yang, Yang
Shi, Shi-Liang
Niu, Dawen
Liu, Peng
Buchwald, Stephen Leffler
Date Issued
July 2015
Journal
Science
Publisher
American Association for the Advancement of Science (AAAS)
Citation
Yang, Y., S.-L. Shi, D. Niu, P. Liu, and S. L. Buchwald. “Catalytic Asymmetric Hydroamination of Unactivated Internal Olefins to Aliphatic Amines.” Science 349, no. 6243 (July 2, 2015): 62–66.
Version
Author's final manuscript
Abstract
Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. Here, we describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins-an important yet unexploited class of abundant feedstock chemicals-into highly enantioenriched α-branched amines (≥96% enantiomeric excess) featuring two minimally differentiated aliphatic substituents. This method provides a powerful means to access a broad range of advanced, highly functionalized enantioenriched amines of interest in pharmaceutical research and other areas.
Description
Available in PMC 2016 July 03.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
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DOI of Published Version
https://doi.org/10.1126/science.aab3753
