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

109 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

Cite this

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title = "Enantioselective Strecker reaction promoted by chiral N-oxides",

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.",

keywords = "Asymmetric synthesis, Chiral N-oxides, Imines, Nucleophilic additions, Optically active amino nitriles",

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

year = "2001",

doi = "10.1055/s-2001-17472",

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journal = "Synlett",

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T1 - Enantioselective Strecker reaction promoted by chiral N-oxides

AU - Liu, B.

AU - Feng, X.

AU - Chen, F.

AU - Zhang, G.

AU - Cui, X.

AU - Jiang, Y.

PY - 2001

Y1 - 2001

N2 - 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.

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

UR - https://www.scopus.com/pages/publications/0034810725

U2 - 10.1055/s-2001-17472

DO - 10.1055/s-2001-17472

M3 - Article

AN - SCOPUS:0034810725

SN - 0936-5214

SP - 1551

EP - 1554

JO - Synlett

JF - Synlett

IS - 10

ER -

Enantioselective Strecker reaction promoted by chiral N-oxides

Abstract

Keywords

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