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Enantioselective silyl protection of alcohols catalysed by an amino-acid-based small molecule

Author

Listed:
  • Yu Zhao

    (Merkert Chemistry Center, Boston College)

  • Jason Rodrigo

    (Merkert Chemistry Center, Boston College)

  • Amir H. Hoveyda

    (Merkert Chemistry Center, Boston College)

  • Marc L. Snapper

    (Merkert Chemistry Center, Boston College)

Abstract

Chiral synthesis made easy Reliable, selective, and environmentally friendly chemical reactions are often needed to efficiently synthesize natural products and therapeutics. Although a number of catalysts are available for such syntheses, chemists often search for new ones that can produce organic molecules in high yields and high enantiomeric purity. Zhao et al. have now developed a simple metal-free catalyst that can be used to protect a specific alcohol with a silyl protecting group without modifying another alcohol nearby. They obtained high yields and enantioselectivities for a number of substrates and hope that this catalyst could lead to new 'green' catalysts capable of producing important organic molecules.

Suggested Citation

  • Yu Zhao & Jason Rodrigo & Amir H. Hoveyda & Marc L. Snapper, 2006. "Enantioselective silyl protection of alcohols catalysed by an amino-acid-based small molecule," Nature, Nature, vol. 443(7107), pages 67-70, September.
    • Handle: RePEc:nat:nature:v:443:y:2006:i:7107:d:10.1038_nature05102
    DOI: 10.1038/nature05102
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    Cited by:

    1. Sangbin Park & Gyumin Kang & Chansu Kim & Dongwook Kim & Sunkyu Han, 2022. "Collective total synthesis of C4-oxygenated securinine-type alkaloids via stereocontrolled diversifications on the piperidine core," Nature Communications, Nature, vol. 13(1), pages 1-8, December.

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