The use of tetramethylguanidinium azide in non-halogenated solvents avoids potential explosion hazards

C. Li; Tzenge Lien Shih; Jae Uk Jeong; Ashok Arasappan; P. L. Fuchs

doi:10.1016/S0040-4039(00)76995-4

The use of tetramethylguanidinium azide in non-halogenated solvents avoids potential explosion hazards

C. Li^*
, Tzenge Lien Shih
, Jae Uk Jeong
, Ashok Arasappan
, P. L. Fuchs

^*Corresponding author for this work

Purdue University

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

29 Scopus citations

Abstract

Tetramethylguanidinium azide was used in the quantitative conversion of glycosyl halides 1 - 5 to the corresponding glycosyl azides 10 - 14. The stereoselective reactions occurred with complete inversion at the anomeric centers. The titled reagent was also employed in the selective synthesis of pseudoglycosyl azide 16 and two steroidal azides 17 and 18. All reactions were carried out in non-halogenated solvents to avoid potential explosion hazards.

Original language	English
Pages (from-to)	2645-2646
Number of pages	2
Journal	Tetrahedron Letters
Volume	35
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4039(00)76995-4
State	Published - 25 04 1994
Externally published	Yes

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10.1016/S0040-4039(00)76995-4

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title = "The use of tetramethylguanidinium azide in non-halogenated solvents avoids potential explosion hazards",

abstract = "Tetramethylguanidinium azide was used in the quantitative conversion of glycosyl halides 1 - 5 to the corresponding glycosyl azides 10 - 14. The stereoselective reactions occurred with complete inversion at the anomeric centers. The titled reagent was also employed in the selective synthesis of pseudoglycosyl azide 16 and two steroidal azides 17 and 18. All reactions were carried out in non-halogenated solvents to avoid potential explosion hazards.",

author = "C. Li and Shih, \{Tzenge Lien\} and Jeong, \{Jae Uk\} and Ashok Arasappan and Fuchs, \{P. L.\}",

year = "1994",

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doi = "10.1016/S0040-4039(00)76995-4",

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T1 - The use of tetramethylguanidinium azide in non-halogenated solvents avoids potential explosion hazards

AU - Li, C.

AU - Shih, Tzenge Lien

AU - Jeong, Jae Uk

AU - Arasappan, Ashok

AU - Fuchs, P. L.

PY - 1994/4/25

Y1 - 1994/4/25

N2 - Tetramethylguanidinium azide was used in the quantitative conversion of glycosyl halides 1 - 5 to the corresponding glycosyl azides 10 - 14. The stereoselective reactions occurred with complete inversion at the anomeric centers. The titled reagent was also employed in the selective synthesis of pseudoglycosyl azide 16 and two steroidal azides 17 and 18. All reactions were carried out in non-halogenated solvents to avoid potential explosion hazards.

AB - Tetramethylguanidinium azide was used in the quantitative conversion of glycosyl halides 1 - 5 to the corresponding glycosyl azides 10 - 14. The stereoselective reactions occurred with complete inversion at the anomeric centers. The titled reagent was also employed in the selective synthesis of pseudoglycosyl azide 16 and two steroidal azides 17 and 18. All reactions were carried out in non-halogenated solvents to avoid potential explosion hazards.

UR - https://www.scopus.com/pages/publications/0028294601

U2 - 10.1016/S0040-4039(00)76995-4

DO - 10.1016/S0040-4039(00)76995-4

M3 - 文章

AN - SCOPUS:0028294601

SN - 0040-4039

VL - 35

SP - 2645

EP - 2646

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 17

ER -

The use of tetramethylguanidinium azide in non-halogenated solvents avoids potential explosion hazards

Abstract

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