Asymmetric Allylic Oxidation of Cyclic Olefins Using #br#
Naphthyl-substituted Bisoxazoline-Copper(Ⅰ) Catalysts

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Asymmetric Allylic Oxidation of Cyclic Olefins Using #br# Naphthyl-substituted Bisoxazoline-Copper(Ⅰ) Catalysts

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- Asymmetric Allylic Oxidation of Cyclic Olefins Using #br# Naphthyl-substituted Bisoxazoline-Copper(Ⅰ) Catalysts
- Acta Scientiarum Naturalium Universitatis SunYatseni Vol. 51, Issue 4, Pages: 61-67(2012)
- 作者机构：
  
  1. 浙江医药高等专科学校,浙江,宁波,315100
  2. Department of Chemistry and iochemistry, righam Young University,Utah,Provo,USA,84602
- 作者简介：
- 基金信息：
- DOI：
  CLC：
- Published：2012，
  
  Published Online：25 July 2012，
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Asymmetric Allylic Oxidation of Cyclic Olefins Using #br# Naphthyl-substituted Bisoxazoline-Copper(Ⅰ) Catalysts. [J]. Acta Scientiarum Naturalium Universitatis SunYatseni 51(4):61-67(2012)
DOI：

Asymmetric Allylic Oxidation of Cyclic Olefins Using #br# Naphthyl-substituted Bisoxazoline-Copper(Ⅰ) Catalysts. [J]. Acta Scientiarum Naturalium Universitatis SunYatseni 51(4):61-67(2012) DOI：

摘要

阐述了萘基取代丙二酰衍生的手性双噁唑啉(Box)和吡啶为中心的双噁唑啉(PyBox)手性配体的合成方法，及它们的铜(Ⅰ)络合物与对硝基过苯甲酸特丁酯在环己烯的不对称烯丙基氧化反应中的催化应用。并对双噁唑啉配体的侧链取代基与反应活性和选择性的内在联系进行了深入的探讨。结果表明，当1-萘基取代的双噁唑啉铜(Ⅰ)作为催化剂时，反应活性得到极大提高 (分离产率75%)

同时能保持极好的对映体选择性 (85%)。通过对原始数据的研究，建立了双噁唑啉配体的侧链取代基与反应活性和选择性的内在联系。

Abstract

Synthesis of naphthyl substituted malonyl-derived (Box) and pyridine-based bisoxazolines (PyBox) as well as their applications in the asymmetric allylic oxidation of cyclohexene with

butyl

nitroperbenzoate have been carried out

with significantly improved reactivity (75%) while maintaining very good enantioselectivity (85%) using the ligand with 1-naphthyl group as the side chain on oxazoline ring.The correlations between the nature of the substituents on the bisoxazolines and the reactivity/selectivity have been established.

关键词

手性双噁唑啉-铜烯丙基氧化不对称催化

Keywords

chiral bisoxazoline-copperallylic oxidationasymmetric catalysis

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