Enantioselective Strecker reaction promoted by chiral N-oxides

B. Liu; X. Feng; F. Chen; G. Zhang; X. Cui; Y. Jiang

doi:10.1055/s-2001-17472

Enantioselective Strecker reaction promoted by chiral N-oxides

B. Liu, X. Feng^*, F. Chen, G. Zhang, X. Cui, Y. Jiang

^*Corresponding author for this work

Sichuan University

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

107 Citations (Scopus)

Abstract

The asymmetric Strecker reaction of aldimines and trimethylsilyl cyanide promoted by 1 equivalent of chiral N-oxide affords the corresponding α-amino nitriles with enantioselectivities of up to 73% most effectively for electron-deficient aldimines under mild reaction conditions. Two new resolving methods and one new synthetic methodology were developed to obtain three novel chiral N-oxides.

Original language	English
Pages (from-to)	1551-1554
Number of pages	4
Journal	Synlett
Issue number	10
DOIs	https://doi.org/10.1055/s-2001-17472
Publication status	Published - 2001
Externally published	Yes

Keywords

Asymmetric synthesis
Chiral N-oxides
Imines
Nucleophilic additions
Optically active amino nitriles

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10.1055/s-2001-17472

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Liu, B., Feng, X., Chen, F., Zhang, G., Cui, X., & Jiang, Y. (2001). Enantioselective Strecker reaction promoted by chiral N-oxides. Synlett, (10), 1551-1554. https://doi.org/10.1055/s-2001-17472

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abstract = "The asymmetric Strecker reaction of aldimines and trimethylsilyl cyanide promoted by 1 equivalent of chiral N-oxide affords the corresponding α-amino nitriles with enantioselectivities of up to 73% most effectively for electron-deficient aldimines under mild reaction conditions. Two new resolving methods and one new synthetic methodology were developed to obtain three novel chiral N-oxides.",

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author = "B. Liu and X. Feng and F. Chen and G. Zhang and X. Cui and Y. Jiang",

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AU - Feng, X.

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AU - Cui, X.

AU - Jiang, Y.

PY - 2001

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AB - The asymmetric Strecker reaction of aldimines and trimethylsilyl cyanide promoted by 1 equivalent of chiral N-oxide affords the corresponding α-amino nitriles with enantioselectivities of up to 73% most effectively for electron-deficient aldimines under mild reaction conditions. Two new resolving methods and one new synthetic methodology were developed to obtain three novel chiral N-oxides.

KW - Asymmetric synthesis

KW - Chiral N-oxides

KW - Imines

KW - Nucleophilic additions

KW - Optically active amino nitriles

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ER -

Enantioselective Strecker reaction promoted by chiral N-oxides

Abstract

Keywords

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