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Intermolecular Formation of Two C−C Bonds across Olefins Enabled by Boron-Based Relay Strategies
- 1.0477877 - ÚOCHB 2018 DE eng J - Journal Article
Hidasová, Denisa - Jahn, Ullrich
Intermolecular Formation of Two C−C Bonds across Olefins Enabled by Boron-Based Relay Strategies.
Angewandte Chemie - International Edition. Roč. 56, č. 33 (2017), s. 9656-9658. ISSN 1433-7851. E-ISSN 1521-3773
Institutional support: RVO:61388963
Keywords : 1,2-metalate rearrangement * C−C bond formation * radical reactions * transition metal catalysis * vinyl boronates
OECD category: Organic chemistry
Impact factor: 12.102, year: 2017
Smooth handoff in the relay: Vinyl boronates enable the direct addition of nucleophilic and electrophilic or nucleophilic and radical-generating carbon reagents across the double bond with retention of the valuable boronate group. The key to the success of this difficult twofold C−C bond-formation strategy is the initial relay of the nucleophilic addition to boron and the rearrangement of a 1,2-metalate rearrangement, shuttling it to the carbon atom.
Permanent Link: http://hdl.handle.net/11104/0274095
Number of the records: 1