Synthesis of Substituted Tetralins and Benzosuberans via BF<sub>3</sub>·OEt<sub>2</sub>‑Mediated Formal (4 + 2) and (5 + 2) Stereocontrolled Cycloaddition of 4‑Alkenols with Veratrol
Abstract
BF<sub>3</sub>·OEt<sub>2</sub>-mediated one-pot formal (4 + 2) and (5 + 2) stereocontrolled cycloaddition of 4-alkenols <b>3</b> and <b>4</b> with veratrol affords the respective substituted tetralins <b>5</b> and benzosuberans <b>6</b> in good yields. The cascade protocol combines a facile double Friedel–Crafts benzannulation of 4-alkenols <b>3</b> and <b>4</b> (having two electrophilic sites) and veratrol (<b>7a</b>) (having two nucleophilic sites). A plausible mechanism was studied and proposed- Dataset
- Dataset
- Biophysics
- Biochemistry
- Cell Biology
- Molecular Biology
- Ecology
- Cancer
- Computational Biology
- Chemical Sciences not elsewhere classified
- Physical Sciences not elsewhere classified
- BF
- alkenol
- mechanism
- tetralins 5
- cycloaddition
- nucleophilic sites
- VeratrolBF
- Stereocontrolled
- benzannulation
- Formal
- Benzosuberan
- stereocontrolled
- Friedel
- veratrol
- Substituted Tetralins
- Alkenol
- cascade protocol
- yield
- electrophilic sites
- benzosuberans 6
- Synthesi
- Cycloaddition
Similar works
This paper was published in FigShare.
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