Synthesis of N,N-dimethyl-2-amino-1,2-dicyclohexylethanol and its application in the enantioselective conjugate addition of diethylzinc to enones: A convenient upgrade of the chiral ligand via hydrogenation

Pui Erh Tong; Pei Li; Albert S.C. Chan

doi:10.1016/S0957-4166(01)00406-2

Synthesis of N,N-dimethyl-2-amino-1,2-dicyclohexylethanol and its application in the enantioselective conjugate addition of diethylzinc to enones: A convenient upgrade of the chiral ligand via hydrogenation

Pui Erh Tong
, Pei Li
, Albert S.C. Chan

Research output: Journal article publication › Journal article › Academic research › peer-review

17 Citations (Scopus)

Abstract

The effectiveness of N,N-dimethyl-2-amino-1,2-diphenylethanol as a chiral ligand was significantly improved via simple hydrogenation of the phenyl rings. Both the catalytic activity and the enantioselectivity of the resulting new ligand in the asymmetric conjugate addition of diethylzinc to enones were found to be superior to the original phenyl analog.

Original language	English
Pages (from-to)	2301-2304
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	12
Issue number	16
DOIs	https://doi.org/10.1016/S0957-4166(01)00406-2
Publication status	Published - 13 Sept 2001

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "Synthesis of N,N-dimethyl-2-amino-1,2-dicyclohexylethanol and its application in the enantioselective conjugate addition of diethylzinc to enones: A convenient upgrade of the chiral ligand via hydrogenation",

abstract = "The effectiveness of N,N-dimethyl-2-amino-1,2-diphenylethanol as a chiral ligand was significantly improved via simple hydrogenation of the phenyl rings. Both the catalytic activity and the enantioselectivity of the resulting new ligand in the asymmetric conjugate addition of diethylzinc to enones were found to be superior to the original phenyl analog.",

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Synthesis of N,N-dimethyl-2-amino-1,2-dicyclohexylethanol and its application in the enantioselective conjugate addition of diethylzinc to enones: A convenient upgrade of the chiral ligand via hydrogenation. / Tong, Pui Erh; Li, Pei; Chan, Albert S.C.
In: Tetrahedron Asymmetry, Vol. 12, No. 16, 13.09.2001, p. 2301-2304.

Research output: Journal article publication › Journal article › Academic research › peer-review

TY - JOUR

T1 - Synthesis of N,N-dimethyl-2-amino-1,2-dicyclohexylethanol and its application in the enantioselective conjugate addition of diethylzinc to enones: A convenient upgrade of the chiral ligand via hydrogenation

AU - Tong, Pui Erh

AU - Li, Pei

AU - Chan, Albert S.C.

PY - 2001/9/13

Y1 - 2001/9/13

N2 - The effectiveness of N,N-dimethyl-2-amino-1,2-diphenylethanol as a chiral ligand was significantly improved via simple hydrogenation of the phenyl rings. Both the catalytic activity and the enantioselectivity of the resulting new ligand in the asymmetric conjugate addition of diethylzinc to enones were found to be superior to the original phenyl analog.

AB - The effectiveness of N,N-dimethyl-2-amino-1,2-diphenylethanol as a chiral ligand was significantly improved via simple hydrogenation of the phenyl rings. Both the catalytic activity and the enantioselectivity of the resulting new ligand in the asymmetric conjugate addition of diethylzinc to enones were found to be superior to the original phenyl analog.

UR - https://www.scopus.com/pages/publications/0035855980

U2 - 10.1016/S0957-4166(01)00406-2

DO - 10.1016/S0957-4166(01)00406-2

M3 - Journal article

SN - 0957-4166

VL - 12

SP - 2301

EP - 2304

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 16

ER -

Synthesis of N,N-dimethyl-2-amino-1,2-dicyclohexylethanol and its application in the enantioselective conjugate addition of diethylzinc to enones: A convenient upgrade of the chiral ligand via hydrogenation

Abstract

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