Mitsunobu reactions of nucleoside analogs using triisopropyl phosphite-DIAD

Eduardo A. Véliz; Peter A. Beal

doi:10.1016/j.tetlet.2006.02.138

Mitsunobu reactions of nucleoside analogs using triisopropyl phosphite-DIAD

Eduardo A. Véliz, Peter A. Beal

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

26 Scopus citations

Abstract

Herein, we report the use of triisopropyl phosphite (TIP) as an effective substitute for triphenylphosphine in the Mitsunobu reaction of nucleoside analogs. In addition, the use of triphenyl phosphite as an alternative reagent for the expensive hexamethylphosphorous triamide (HMPT) in the Véliz-Beal bromination protocol is reported.

Original language	English (US)
Pages (from-to)	3153-3156
Number of pages	4
Journal	Tetrahedron Letters
Volume	47
Issue number	18
DOIs	https://doi.org/10.1016/j.tetlet.2006.02.138
State	Published - May 1 2006
Externally published	Yes

Keywords

Mitsunobu reaction
Nucleoside analogs
Phosphites

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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10.1016/j.tetlet.2006.02.138

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abstract = "Herein, we report the use of triisopropyl phosphite (TIP) as an effective substitute for triphenylphosphine in the Mitsunobu reaction of nucleoside analogs. In addition, the use of triphenyl phosphite as an alternative reagent for the expensive hexamethylphosphorous triamide (HMPT) in the V{\'e}liz-Beal bromination protocol is reported.",

keywords = "Mitsunobu reaction, Nucleoside analogs, Phosphites",

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year = "2006",

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T1 - Mitsunobu reactions of nucleoside analogs using triisopropyl phosphite-DIAD

AU - Véliz, Eduardo A.

AU - Beal, Peter A.

PY - 2006/5/1

Y1 - 2006/5/1

N2 - Herein, we report the use of triisopropyl phosphite (TIP) as an effective substitute for triphenylphosphine in the Mitsunobu reaction of nucleoside analogs. In addition, the use of triphenyl phosphite as an alternative reagent for the expensive hexamethylphosphorous triamide (HMPT) in the Véliz-Beal bromination protocol is reported.

AB - Herein, we report the use of triisopropyl phosphite (TIP) as an effective substitute for triphenylphosphine in the Mitsunobu reaction of nucleoside analogs. In addition, the use of triphenyl phosphite as an alternative reagent for the expensive hexamethylphosphorous triamide (HMPT) in the Véliz-Beal bromination protocol is reported.

KW - Mitsunobu reaction

KW - Nucleoside analogs

KW - Phosphites

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DO - 10.1016/j.tetlet.2006.02.138

M3 - Article

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VL - 47

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EP - 3156

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 18

ER -

Mitsunobu reactions of nucleoside analogs using triisopropyl phosphite-DIAD

Abstract

Keywords

ASJC Scopus subject areas

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