Catalytic anti-selective asymmetric Henry (nitroaldol) reaction catalyzed by Cu(I)-amine-imine complexes

Yao Qiong Ji; Gao Qi; Zaher M.A. Judeh

doi:10.1016/j.tetasy.2011.12.010

Catalytic anti-selective asymmetric Henry (nitroaldol) reaction catalyzed by Cu(I)-amine-imine complexes

Yao Qiong Ji, Gao Qi, Zaher M.A. Judeh^*

^*Corresponding author for this work

Nanyang Technological University

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

26 Citations (Scopus)

Abstract

Chiral complex derived from N-methyl-C ₁-tetrahydro-1,1′- bisisoquinolines (R)-1b and Cu(I)Cl promoted the diastereoselective Henry reaction of nitroethane with a series of aromatic and aliphatic aldehydes. The nitroalcohol adducts were obtained in excellent yields (up to 95%), moderate anti-selectivity (up to 2.6:1), and good enantioselectivity (up to 92% ee) without any special precautions to exclude moisture or air.

Original language	English
Pages (from-to)	2065-2070
Number of pages	6
Journal	Tetrahedron Asymmetry
Volume	22
Issue number	24
DOIs	https://doi.org/10.1016/j.tetasy.2011.12.010
Publication status	Published - Dec 31 2011
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/j.tetasy.2011.12.010

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abstract = "Chiral complex derived from N-methyl-C 1-tetrahydro-1,1′- bisisoquinolines (R)-1b and Cu(I)Cl promoted the diastereoselective Henry reaction of nitroethane with a series of aromatic and aliphatic aldehydes. The nitroalcohol adducts were obtained in excellent yields (up to 95\%), moderate anti-selectivity (up to 2.6:1), and good enantioselectivity (up to 92\% ee) without any special precautions to exclude moisture or air.",

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AU - Qiong Ji, Yao

AU - Qi, Gao

AU - Judeh, Zaher M.A.

PY - 2011/12/31

Y1 - 2011/12/31

N2 - Chiral complex derived from N-methyl-C 1-tetrahydro-1,1′- bisisoquinolines (R)-1b and Cu(I)Cl promoted the diastereoselective Henry reaction of nitroethane with a series of aromatic and aliphatic aldehydes. The nitroalcohol adducts were obtained in excellent yields (up to 95%), moderate anti-selectivity (up to 2.6:1), and good enantioselectivity (up to 92% ee) without any special precautions to exclude moisture or air.

AB - Chiral complex derived from N-methyl-C 1-tetrahydro-1,1′- bisisoquinolines (R)-1b and Cu(I)Cl promoted the diastereoselective Henry reaction of nitroethane with a series of aromatic and aliphatic aldehydes. The nitroalcohol adducts were obtained in excellent yields (up to 95%), moderate anti-selectivity (up to 2.6:1), and good enantioselectivity (up to 92% ee) without any special precautions to exclude moisture or air.

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Catalytic anti-selective asymmetric Henry (nitroaldol) reaction catalyzed by Cu(I)-amine-imine complexes

Abstract

ASJC Scopus Subject Areas

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