Synthesis of pyrrolidine C-nucleosides via Heck reaction

Häberli, A.; Leumann, Christian (2001). Synthesis of pyrrolidine C-nucleosides via Heck reaction. Organic letters, 3(3), pp. 489-492. American Chemical Society 10.1021/ol007029s

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A novel method for the synthesis of pyrrolidine C-nucleosides has been developed. The key step of the synthesis is the palladium(0)-mediated coupling of a disubstituted N-protected 2-pyrroline and 5-iodouracil. C-Nucleoside 14 and its N-methyl derivative 15 can easily be converted to the corresponding phosphoramidite building blocks for DNA synthesis

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Leumann, Christian

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1523-7060

Publisher:

American Chemical Society

Language:

English

Submitter:

Christian Leumann

Date Deposited:

19 May 2015 13:22

Last Modified:

19 May 2015 13:22

Publisher DOI:

10.1021/ol007029s

Uncontrolled Keywords:

BUILDING-BLOCKS C-nucleosides DNA phosphoramidite pyrrolidino-DNA synthesis

BORIS DOI:

10.7892/boris.68590

URI:

https://boris.unibe.ch/id/eprint/68590

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