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Catalytic, Enantioselective Synthesis of Allenyl Boronates

preprint
submitted on 13.02.2018 and posted on 14.02.2018 by De-Wei Gao, Yiyang Xiao, Mingyu Liu, Zhen Liu, Malkanthi K. Karunananda, Jason S. Chen, Keary Engle
A method to achieve enantioselective 1,4-hydroboration of terminal enynes to access allenyl boronates under CuH catalysis is described. The reaction typically proceeds in a highly stereoselective manner and tolerates an array of synthetically useful functional groups. The utility of the enantioenriched allenyl boronate products is demonstrated through several representative downstream derivatizations.

Funding

1R35GM125052

History

Email Address of Submitting Author

keary@scripps.edu

Email Address(es) for Other Author(s)

dwgao@scripps.edu xiaoyiyang@mail.nankai.edu.cn mingyu@scripps.edu zhenliu@scripps.edu mkarun@scripps.edu jschen@scripps.edu

Institution

The Scripps Research Institute

Country

United States

ORCID For Submitting Author

0000-0003-2767-6556

Declaration of Conflict of Interest

No conflict of interest.

Exports