Synthesis of 2′-deoxy-9-deaza nucleosides using heck methodology

Kartik Temburnikar; Kelin Brace; Katherine L. Seley-Radtke

doi:10.1021/jo400913k

Synthesis of 2′-deoxy-9-deaza nucleosides using heck methodology

Kartik Temburnikar, Kelin Brace, Katherine L. Seley-Radtke

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

During the synthesis of a series of 2′-deoxy-9-deaza nucleosides using Heck methodology, the necessity for a pyrrole protecting group was discovered. The results of this brief study revealed that the benzyloxymethyl (BOM) group proved optimal, and Heck coupling using Jeffery conditions increased the coupling yield significantly. The results are reported herein.

Original language	English (US)
Pages (from-to)	7305-7311
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	78
Issue number	14
DOIs	https://doi.org/10.1021/jo400913k
State	Published - Jul 19 2013
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo400913k

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title = "Synthesis of 2′-deoxy-9-deaza nucleosides using heck methodology",

abstract = "During the synthesis of a series of 2′-deoxy-9-deaza nucleosides using Heck methodology, the necessity for a pyrrole protecting group was discovered. The results of this brief study revealed that the benzyloxymethyl (BOM) group proved optimal, and Heck coupling using Jeffery conditions increased the coupling yield significantly. The results are reported herein.",

author = "Kartik Temburnikar and Kelin Brace and Seley-Radtke, {Katherine L.}",

year = "2013",

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language = "English (US)",

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publisher = "American Chemical Society",

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AU - Temburnikar, Kartik

AU - Brace, Kelin

AU - Seley-Radtke, Katherine L.

PY - 2013/7/19

Y1 - 2013/7/19

N2 - During the synthesis of a series of 2′-deoxy-9-deaza nucleosides using Heck methodology, the necessity for a pyrrole protecting group was discovered. The results of this brief study revealed that the benzyloxymethyl (BOM) group proved optimal, and Heck coupling using Jeffery conditions increased the coupling yield significantly. The results are reported herein.

AB - During the synthesis of a series of 2′-deoxy-9-deaza nucleosides using Heck methodology, the necessity for a pyrrole protecting group was discovered. The results of this brief study revealed that the benzyloxymethyl (BOM) group proved optimal, and Heck coupling using Jeffery conditions increased the coupling yield significantly. The results are reported herein.

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JO - Journal of Organic Chemistry

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Synthesis of 2′-deoxy-9-deaza nucleosides using heck methodology

Abstract

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