BISBORONDYKAT · Asymmetric Csp3 – Csp3 Suzuki−Miyaura Coupling Employing 1,1-Bisboryl Alkanes
Horizon 2020 — Marie Skłodowska-Curie Actions
- Duration
- 2020-08-03 → 2022-08-02
- EU contribution
- €212,934
- Participants
- 1
- Scheme
- MSCA-IF
Lines connect the coordinator with its partners.
Results in brief
Asymmetric Csp3 – Csp3 Suzuki−Miyaura Coupling Employing 1,1-Bisboryl Alkanes
The proposal was aimed to develop new C-C bond forming asymmetric reactions for the synthesis of chemical building blocks. Specifically, we intended to develop new Rh catalysed reactions using commercially available reagents that would provide access to highly versatile enantioenriched products. These methodologies provide access to pharmaceutically relevant molecules and drug candidates that would provide major advancement in the field of synthesis, medicinal and material chemistry.
Data: CORDIS, © European Union
Project objective
Suzuki−Miyaura coupling (SMC) has emerged as a powerful strategy in the field of cross-coupling reactions and is widely used in synthetic organic chemistry and drug development. Asymmetric SMC reactions employing aryl/alkenyl boronic acid is well developed; however, no general Csp3 – Csp3 Suzuki-Miyaura coupling is currently available. Furthermore, the asymmetric addition of benzylic nucleophile or 1,1-difunctionalized reagents as a nucleophile is quite rare. This proposal aims to develop a general cross-coupling procedure that will effectively allow the use of 1,1-bisboryl alkanes in asymmetric SMC reactions. We intend to utilise the rhodium and copper catalysed dynamic kinetic asymmetric transformations (DYKAT) protocol developed in the Fletcher group to achieve this transformation. The corresponding enantioenriched product would feature boronic ester moiety equipped for further modification. Furthermore, the transformation would serve as an alternative protocol for the addition of difficult to install benzylic group. The method would provide a significant advancement in asymmetric cross-coupling reactions and would fortify the broad applicability of DYKATs in SMC reactions in the field of synthesis, medicinal and materials chemistry.
Original text from CORDIS.
Participants
- THE CHANCELLOR, MASTERS AND SCHOLARS OF THE UNIVERSITY OF OXFORD · OxfordCoordinatorUnited Kingdom
Links
Data: CORDIS, © European Union