Rational tuning of the rigidity of a ligand scaffold: synthesis of diphenylsulfide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation

Xian Du; Han Liu; Da Ming Du

doi:10.1016/j.tetasy.2010.01.015

Rational tuning of the rigidity of a ligand scaffold: synthesis of diphenylsulfide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation

Xian Du
, Han Liu
, Da Ming Du^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

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

20 Citations (Scopus)

Abstract

The scaffold rigidity of bis(oxazoline) ligands was rationally tuned on the basis of literature information. Diphenylsulfide-linked bis(oxazoline) ligands with a flexible scaffold were efficiently synthesized to test our hypothesis. The improved enantioselectivity in palladium-catalyzed asymmetric allylic alkylation reaction was achieved as we expected.

Original language	English
Pages (from-to)	241-246
Number of pages	6
Journal	Tetrahedron Asymmetry
Volume	21
Issue number	2
DOIs	https://doi.org/10.1016/j.tetasy.2010.01.015
Publication status	Published - 22 Feb 2010

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10.1016/j.tetasy.2010.01.015

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title = "Rational tuning of the rigidity of a ligand scaffold: synthesis of diphenylsulfide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation",

abstract = "The scaffold rigidity of bis(oxazoline) ligands was rationally tuned on the basis of literature information. Diphenylsulfide-linked bis(oxazoline) ligands with a flexible scaffold were efficiently synthesized to test our hypothesis. The improved enantioselectivity in palladium-catalyzed asymmetric allylic alkylation reaction was achieved as we expected.",

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AU - Du, Xian

AU - Liu, Han

AU - Du, Da Ming

PY - 2010/2/22

Y1 - 2010/2/22

N2 - The scaffold rigidity of bis(oxazoline) ligands was rationally tuned on the basis of literature information. Diphenylsulfide-linked bis(oxazoline) ligands with a flexible scaffold were efficiently synthesized to test our hypothesis. The improved enantioselectivity in palladium-catalyzed asymmetric allylic alkylation reaction was achieved as we expected.

AB - The scaffold rigidity of bis(oxazoline) ligands was rationally tuned on the basis of literature information. Diphenylsulfide-linked bis(oxazoline) ligands with a flexible scaffold were efficiently synthesized to test our hypothesis. The improved enantioselectivity in palladium-catalyzed asymmetric allylic alkylation reaction was achieved as we expected.

UR - https://www.scopus.com/pages/publications/77949541229

U2 - 10.1016/j.tetasy.2010.01.015

DO - 10.1016/j.tetasy.2010.01.015

M3 - Article

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SN - 0957-4166

VL - 21

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JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 2

ER -

Rational tuning of the rigidity of a ligand scaffold: synthesis of diphenylsulfide-linked bis(oxazoline) ligands and their application in asymmetric allylic alkylation

Abstract

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