The Stereochemical Outcome of the DAST Fluorination of 4'-Thiopyrimidine Nucleosides with "Up" Hydroxyl Groups is Controlled by the Oxidation State of the Sulfur Atom

DOI: 10.1246/cl.1995.301

Source and publish data:

Chemistry Letters p. 301 - 302 (1995)

Update date:2022-08-06

Topics: Fluorination Sulfur atom Experimental terms Text format DAST Oxidation state Stereochemical outcome

Authors:

Jeong, Lak S.

Marquez, Victor E.

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Article abstract of DOI:10.1246/cl.1995.301

DAST fluorination of 1-(5-O-trityl-3-deoxy-4-thio-β-D-threo-pentofuranosyl)uracil proceeds with retention of configuration, while the corresponding sulfoxide gives mainly the inverted product.The sulfone proceeds with elimination.

Full text of DOI:10.1246/cl.1995.301

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