Abstract
The synthesis of ω-alkenylallylboronates using a heteroatom tether to join both functional groups is described for the first time. Then, these unprecedented compounds were used in a tandem Brønsted acid catalyzed allylboration/ring-closing metathesis (RCM) reaction affording heterocyclic derived alcohols as single diastereoisomers. The low enantioselectivity observed in the asymmetric version using a chiral phosphoric acid catalyst was studied theoretically.
Original language | English |
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Pages (from-to) | 3817-3822 |
Number of pages | 6 |
Journal | Synthesis |
Volume | 54 |
Issue number | 17 |
Early online date | 3 Mar 2022 |
DOIs | |
Publication status | Published - 31 Jul 2022 |
Funding
P.B. thanks the Ministerio de Economía y Competitividad (MINECO, Spain) for a Ramón y Cajal contract (RyC-2016-20951). M.N.G. thanks the University of Bath for financial support.MiniseiodeEconomíayCompetividadRyC-2016-20951UnivesiytofBah
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Avance 300 MHz Nuclear Magnetic Resonance (NMR) Spectrometer (1South)
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Raman confocal microscope RENISHAM INVIA
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