Ruthenium(0) Catalyzed Endiyne−α-Ketol [4 + 2] Cycloaddition: Convergent Assembly of Type II Polyketide Substructures via C–C Bond Forming Transfer Hydrogenation
Abstract
Upon exposure of 3,4-benzannulated 1,5-diynes (benzo-endiynes) to α-ketols (α-hydroxyketones) in the presence of Ru(0) catalysts derived from Ru<sub>3</sub>(CO)<sub>12</sub> and RuPhos or CyJohnPhos, successive redox-triggered C–C coupling occurs to generate products of [4 + 2] cycloaddition. The proposed catalytic mechanism involves consecutive alkyne-carbonyl oxidative couplings to form transient oxaruthanacycles that suffer α-ketol mediated transfer hydrogenolysis. This process provides a new, convergent means of assembling Type II polyketide substructures- Dataset
- Dataset
- Biophysics
- Biochemistry
- Cell Biology
- Cancer
- Environmental Sciences not elsewhere classified
- Chemical Sciences not elsewhere classified
- Ru
- RuPho
- presence
- Transfer
- CyJohnPho
- Type II Polyketide Substructures
- convergent
- transfer hydrogenolysis
- cycloaddition
- Type II polyketide substructures
- Ruthenium
- Forming
- mechanism
- exposure
- ketol
- diyne
- HydrogenationUpon
- hydroxyketone
- catalyst
- oxidative
- Catalyzed
- Convergent Assembly
- Bond
- coupling
- benzannulated
- oxaruthanacycle
- Endiyne
- Cycloaddition
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This paper was published in FigShare.
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