Facile synthesis of C3-symmetric tripodal β-hydroxy amide ligands and their ti (IV) complex-catalyzed asymmetric addition of diethylzinc to aldehydes

Tao Fang; Jiaxi Xu; Da Ming Du

doi:10.2174/157017806779025870

Facile synthesis of C₃-symmetric tripodal β-hydroxy amide ligands and their ti (IV) complex-catalyzed asymmetric addition of diethylzinc to aldehydes

Tao Fang
, Jiaxi Xu
, Da Ming Du^*

^*Corresponding author for this work

Peking University

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

6 Citations (Scopus)

Abstract

Chiral C₃-symmetric tripodal tris(β-hydroxy amide) ligands have been conveniently synthesized via the reaction of 1,3,5-benzenetricarboxylic chloride and chiral amino alcohols, and the corresponding tris(amino alcohol) ligands were obtained via the borane reduction of amides. The asymmetric diethylzinc addition to various aldehydes catalyzed by these chiral ligand-Ti (IV) complexes gave modest enantioselectivities.

Original language	English
Pages (from-to)	780-786
Number of pages	7
Journal	Letters in Organic Chemistry
Volume	3
Issue number	10
DOIs	https://doi.org/10.2174/157017806779025870
Publication status	Published - Dec 2006
Externally published	Yes

Keywords

Amino alcohol
Asymmetric synthesis
C-symmetry
Diethylzinc
β-hydroxy amide

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title = "Facile synthesis of C3-symmetric tripodal β-hydroxy amide ligands and their ti (IV) complex-catalyzed asymmetric addition of diethylzinc to aldehydes",

abstract = "Chiral C3-symmetric tripodal tris(β-hydroxy amide) ligands have been conveniently synthesized via the reaction of 1,3,5-benzenetricarboxylic chloride and chiral amino alcohols, and the corresponding tris(amino alcohol) ligands were obtained via the borane reduction of amides. The asymmetric diethylzinc addition to various aldehydes catalyzed by these chiral ligand-Ti (IV) complexes gave modest enantioselectivities.",

keywords = "Amino alcohol, Asymmetric synthesis, C-symmetry, Diethylzinc, β-hydroxy amide",

author = "Tao Fang and Jiaxi Xu and Du, \{Da Ming\}",

year = "2006",

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doi = "10.2174/157017806779025870",

language = "English",

volume = "3",

pages = "780--786",

journal = "Letters in Organic Chemistry",

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TY - JOUR

T1 - Facile synthesis of C3-symmetric tripodal β-hydroxy amide ligands and their ti (IV) complex-catalyzed asymmetric addition of diethylzinc to aldehydes

AU - Fang, Tao

AU - Xu, Jiaxi

AU - Du, Da Ming

PY - 2006/12

Y1 - 2006/12

N2 - Chiral C3-symmetric tripodal tris(β-hydroxy amide) ligands have been conveniently synthesized via the reaction of 1,3,5-benzenetricarboxylic chloride and chiral amino alcohols, and the corresponding tris(amino alcohol) ligands were obtained via the borane reduction of amides. The asymmetric diethylzinc addition to various aldehydes catalyzed by these chiral ligand-Ti (IV) complexes gave modest enantioselectivities.

AB - Chiral C3-symmetric tripodal tris(β-hydroxy amide) ligands have been conveniently synthesized via the reaction of 1,3,5-benzenetricarboxylic chloride and chiral amino alcohols, and the corresponding tris(amino alcohol) ligands were obtained via the borane reduction of amides. The asymmetric diethylzinc addition to various aldehydes catalyzed by these chiral ligand-Ti (IV) complexes gave modest enantioselectivities.

KW - Amino alcohol

KW - Asymmetric synthesis

KW - C-symmetry

KW - Diethylzinc

KW - β-hydroxy amide

UR - https://www.scopus.com/pages/publications/33845666824

U2 - 10.2174/157017806779025870

DO - 10.2174/157017806779025870

M3 - Article

AN - SCOPUS:33845666824

SN - 1570-1786

VL - 3

SP - 780

EP - 786

JO - Letters in Organic Chemistry

JF - Letters in Organic Chemistry

IS - 10

ER -

Facile synthesis of C₃-symmetric tripodal β-hydroxy amide ligands and their ti (IV) complex-catalyzed asymmetric addition of diethylzinc to aldehydes

Abstract

Keywords

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