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Borane-amine complexes--versatile reagents in the chemistry of nucleic acids and their analogs.

Journal articles  - Journal Article
Sergueeva, ZA; Sergueev, DS; Shaw, BR
Published in: Nucleosides, nucleotides & nucleic acids
April 2001

A new method for synthesis of N-alkylated nucleosides was developed. Exceptionally mild and selective conversion of N-acyl to the corresponding N-alkyl nucleosides was achieved by reduction with borane-amine complexes. The borane-amine complexes were also used as efficient scavengers of a 4,4'-dimethoxytrityl (DMT) cation. Neutralization of the cation eliminated the boranophosphate group degradation during acidic DMT deprotection and allowed milder acidic conditions for the deprotection.

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Published In

Nucleosides, nucleotides & nucleic acids

DOI

EISSN

1532-2335

ISSN

1525-7770

Publication Date

April 2001

Volume

20

Issue

4-7

Start / End Page

941 / 945

Related Subject Headings

  • Triphenylmethyl Compounds
  • Reducing Agents
  • Organic Chemistry
  • Nucleosides
  • Boranes
  • Amines
  • Alkylation
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology
 

Citation

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Sergueeva, Z. A., Sergueev, D. S., & Shaw, B. R. (2001). Borane-amine complexes--versatile reagents in the chemistry of nucleic acids and their analogs. Nucleosides, Nucleotides & Nucleic Acids, 20(4–7), 941–945. https://doi.org/10.1081/ncn-100002464
Sergueeva, Z. A., D. S. Sergueev, and B. R. Shaw. “Borane-amine complexes--versatile reagents in the chemistry of nucleic acids and their analogs.Nucleosides, Nucleotides & Nucleic Acids 20, no. 4–7 (April 2001): 941–45. https://doi.org/10.1081/ncn-100002464.
Sergueeva ZA, Sergueev DS, Shaw BR. Borane-amine complexes--versatile reagents in the chemistry of nucleic acids and their analogs. Nucleosides, nucleotides & nucleic acids. 2001 Apr;20(4–7):941–5.
Sergueeva, Z. A., et al. “Borane-amine complexes--versatile reagents in the chemistry of nucleic acids and their analogs.Nucleosides, Nucleotides & Nucleic Acids, vol. 20, no. 4–7, Apr. 2001, pp. 941–45. Epmc, doi:10.1081/ncn-100002464.
Sergueeva ZA, Sergueev DS, Shaw BR. Borane-amine complexes--versatile reagents in the chemistry of nucleic acids and their analogs. Nucleosides, nucleotides & nucleic acids. 2001 Apr;20(4–7):941–945.

Published In

Nucleosides, nucleotides & nucleic acids

DOI

EISSN

1532-2335

ISSN

1525-7770

Publication Date

April 2001

Volume

20

Issue

4-7

Start / End Page

941 / 945

Related Subject Headings

  • Triphenylmethyl Compounds
  • Reducing Agents
  • Organic Chemistry
  • Nucleosides
  • Boranes
  • Amines
  • Alkylation
  • 3404 Medicinal and biomolecular chemistry
  • 3101 Biochemistry and cell biology