Synthesis of novel chiral semicrown ether-like bis(oxazoline) ligands and application in enantioselective cyclopropanation of styrene

Zhan Yue Wang; Da Ming Du; Jia Xi Xu

doi:10.1081/SCC-200048469

Synthesis of novel chiral semicrown ether-like bis(oxazoline) ligands and application in enantioselective cyclopropanation of styrene

Zhan Yue Wang
, Da Ming Du^*
, Jia Xi Xu

^*此作品的通讯作者

Wenzhou Medical University
Peking University

科研成果: 期刊稿件 › 文章 › 同行评审

6 引用（Scopus）

摘要

A series of chiral C₂-symmetric bis(oxazoline) ligands containing semicrown ether unit were synthesized. The copper complexes prepared in situ from copper(I)-triflate, and the new chiral oxazoline ligands were assessed as chiral catalysts in the enantioselective cyclopropanation of styrene with diazoacetates. Enantioselectivities up to 84% and up to 65%, respectively, for trans- and cis-2-phenylcyclopropanecarboxylate were observed.

源语言	英语
页（从-至）	299-313
页数	15
期刊	Synthetic Communications
卷	35
期	2
DOI	https://doi.org/10.1081/SCC-200048469
出版状态	已出版 - 2005
已对外发布	是

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title = "Synthesis of novel chiral semicrown ether-like bis(oxazoline) ligands and application in enantioselective cyclopropanation of styrene",

abstract = "A series of chiral C2-symmetric bis(oxazoline) ligands containing semicrown ether unit were synthesized. The copper complexes prepared in situ from copper(I)-triflate, and the new chiral oxazoline ligands were assessed as chiral catalysts in the enantioselective cyclopropanation of styrene with diazoacetates. Enantioselectivities up to 84\% and up to 65\%, respectively, for trans- and cis-2-phenylcyclopropanecarboxylate were observed.",

keywords = "Asymmetric catalysis, Bis(oxazoline), Enantioselective cyclopropanation, Styrene, Synthesis",

author = "Wang, \{Zhan Yue\} and Du, \{Da Ming\} and Xu, \{Jia Xi\}",

year = "2005",

doi = "10.1081/SCC-200048469",

language = "English",

volume = "35",

pages = "299--313",

journal = "Synthetic Communications",

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number = "2",

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TY - JOUR

T1 - Synthesis of novel chiral semicrown ether-like bis(oxazoline) ligands and application in enantioselective cyclopropanation of styrene

AU - Wang, Zhan Yue

AU - Du, Da Ming

AU - Xu, Jia Xi

PY - 2005

Y1 - 2005

N2 - A series of chiral C2-symmetric bis(oxazoline) ligands containing semicrown ether unit were synthesized. The copper complexes prepared in situ from copper(I)-triflate, and the new chiral oxazoline ligands were assessed as chiral catalysts in the enantioselective cyclopropanation of styrene with diazoacetates. Enantioselectivities up to 84% and up to 65%, respectively, for trans- and cis-2-phenylcyclopropanecarboxylate were observed.

AB - A series of chiral C2-symmetric bis(oxazoline) ligands containing semicrown ether unit were synthesized. The copper complexes prepared in situ from copper(I)-triflate, and the new chiral oxazoline ligands were assessed as chiral catalysts in the enantioselective cyclopropanation of styrene with diazoacetates. Enantioselectivities up to 84% and up to 65%, respectively, for trans- and cis-2-phenylcyclopropanecarboxylate were observed.

KW - Asymmetric catalysis

KW - Bis(oxazoline)

KW - Enantioselective cyclopropanation

KW - Styrene

KW - Synthesis

UR - https://www.scopus.com/pages/publications/14344260226

U2 - 10.1081/SCC-200048469

DO - 10.1081/SCC-200048469

M3 - Article

AN - SCOPUS:14344260226

SN - 0039-7911

VL - 35

SP - 299

EP - 313

JO - Synthetic Communications

JF - Synthetic Communications

IS - 2

ER -

Synthesis of novel chiral semicrown ether-like bis(oxazoline) ligands and application in enantioselective cyclopropanation of styrene

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