Tetrahedron letters

Unanticipated retention of configuration in the DAST fluorination of deoxy-4′-thiopyrimidine nucleosides with “up” hydroxyl groups

LS Jeong, MC Nicklaus, C George, VE Marquez

Index: Jeong, Lak S.; Nicklaus, Marc C.; George, Cliff; Marquez, Victor E. Tetrahedron Letters, 1994 , vol. 35, # 41 p. 7569 - 7572

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Citation Number: 45

Abstract

Abstract Fluorination of 1-(5-O-trityl-3-deoxy-4-thio-β-D-threo-pentofuranosyl) uracil (17) and 1-(5-O-trityl-2-deoxy-4-thio-β-D-threo-pentofuranosyl) uracil (20) with DAST proceeded with exclusive retention of configuration. The structures of the products were confirmed by X-ray analysis.

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