Chiral Brønsted Acid-Catalyzed Asymmetric Allyl(propargyl)boration Reaction of ortho-Alkynyl Benzaldehydes: Synthetic Applications and Factors Governing the Enantioselectivity

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Rodríguez, Elsa; Grayson, Matthew N.; Asensio, Amparo; Barrio, Pablo; Houk, K. N.; Fustero, Santos;
(2016)
  • Publisher: Figshare
  • Related identifiers: doi: 10.1021/acscatal.6b00209.s001, doi: 10.1021/acscatal.6b00209.s002
  • Subject: Molecular Biology | calculation | Biotechnology | Pauson | ønsted | substitution | metathesi | intramolecular | Br | Genetics | Evolutionary Biology | Factors Governing | Optimization | PKR | hydroalkoxylation | enantioselectivitie | dependence | Biophysics | Immunology | RCEYM | alkyne substituent | Enantioselectivity | Synthetic Applications | Chiral | Density | enyne | nature | steric | Microbiology | transformation | bond | benzaldehyde | DFT | scaffold | Biochemistry | alkynyl moiety | spectator | Asymmetric | allyl | homoallylic
    • FOR: 59999 Environmental Sciences not elsewhere classified | 39999 Chemical Sciences not elsewhere classified

Chiral Brønsted acid-catalyzed allyl­(propargyl)­boration of <i>ortho</i>-alkynyl benzaldehydes gives rise to ω-alkynyl homoallylic­(homopropargylic)­alcohols that can be further transformed to complex molecular scaffolds via subsequent hydroalkoxylation, ring-... View more
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