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Boronate Ester Bullvalenes

preprint
submitted on 22.11.2019, 10:24 and posted on 29.11.2019, 11:45 by Harshal Patel, Thanh Huyen Tran, Christopher Sumby, Lukáš Pašteka, Thomas Fallon

Boronate ester bullvalenes are now accessible in two to four operationally simple steps. This unlocks late-stage diversification through Suzuki cross-coupling reactions to give mono-, di-, and tri-substituted bullvalenes. Moreover, a linchpin strategy enables pre-programmed installation of two different substituents. Analysis of solution phase isomer distributions and single crystal X-ray structures reveals that isomer preference in the crystal lattice is due to general shape selectivity.

Funding

Slovak Academy of Sciences, ITMS 26230120002

Marsden Fund, 15-MAU-154

Slovak Academy of Sciences, ITMS 26210120002

Slovak Research and Development Agency, APVV-15-0105

Scientific Grant Agency of the Slovak Republic, 1/0777/19

Australian Research Council, LE0989336

History

Email Address of Submitting Author

thomas.fallon@adelaide.edu.au

Institution

The University of Adelaide

Country

Australia

ORCID For Submitting Author

0000-0002-6495-5282

Declaration of Conflict of Interest

none

Exports