Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration

The enantioselective Cu-catalyzed 1,6-boration of (E,E) α,β,γ,δ-unsaturated ketones is described, which gives homoallylic boronates with high enantiomeric purity and unexpectedly high Zselectivity. By changing the solvent, the outcome can be altered to give E-allylic boronates.

Bibliographic Details
Main Authors: Luo, Yunfei, Wales, Steven M., Korkis, Stamatis E., Roy, Iain D., Lewis, William, Lam, Hon Wai
Format: Article
Published: Wiley 2018
Subjects:
Online Access:https://eprints.nottingham.ac.uk/51268/
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author Luo, Yunfei
Wales, Steven M.
Korkis, Stamatis E.
Roy, Iain D.
Lewis, William
Lam, Hon Wai
author_facet Luo, Yunfei
Wales, Steven M.
Korkis, Stamatis E.
Roy, Iain D.
Lewis, William
Lam, Hon Wai
author_sort Luo, Yunfei
building Nottingham Research Data Repository
collection Online Access
description The enantioselective Cu-catalyzed 1,6-boration of (E,E) α,β,γ,δ-unsaturated ketones is described, which gives homoallylic boronates with high enantiomeric purity and unexpectedly high Zselectivity. By changing the solvent, the outcome can be altered to give E-allylic boronates.
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institution University of Nottingham Malaysia Campus
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publishDate 2018
publisher Wiley
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spelling nottingham-512682020-05-04T19:40:35Z https://eprints.nottingham.ac.uk/51268/ Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration Luo, Yunfei Wales, Steven M. Korkis, Stamatis E. Roy, Iain D. Lewis, William Lam, Hon Wai The enantioselective Cu-catalyzed 1,6-boration of (E,E) α,β,γ,δ-unsaturated ketones is described, which gives homoallylic boronates with high enantiomeric purity and unexpectedly high Zselectivity. By changing the solvent, the outcome can be altered to give E-allylic boronates. Wiley 2018-06-12 Article PeerReviewed Luo, Yunfei, Wales, Steven M., Korkis, Stamatis E., Roy, Iain D., Lewis, William and Lam, Hon Wai (2018) Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration. Chemistry - a European Journal, 24 (33). pp. 8315-8319. ISSN 1521-3765 1 6-addition; asymmetric catalysis; boron; copper; enantioselectivity https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201801804 doi:10.1002/chem.201801804 doi:10.1002/chem.201801804
spellingShingle 1
6-addition; asymmetric catalysis; boron; copper; enantioselectivity
Luo, Yunfei
Wales, Steven M.
Korkis, Stamatis E.
Roy, Iain D.
Lewis, William
Lam, Hon Wai
Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration
title Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration
title_full Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration
title_fullStr Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration
title_full_unstemmed Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration
title_short Switchable synthesis of Z-homoallylic boronates and E-allylic boronates by enantioselective copper-catalyzed 1,6-boration
title_sort switchable synthesis of z-homoallylic boronates and e-allylic boronates by enantioselective copper-catalyzed 1,6-boration
topic 1
6-addition; asymmetric catalysis; boron; copper; enantioselectivity
url https://eprints.nottingham.ac.uk/51268/
https://eprints.nottingham.ac.uk/51268/
https://eprints.nottingham.ac.uk/51268/