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Sidearm as a Control in the Asymmetric Ring Opening Reaction of Donor-Acceptor Cyclopropane

Chinese Journal of Chemistry 2014年第8期32卷 669-672页

作者： Qikai Kang Lijia Wang Zhongbo Zheng Junfang Li Yong Tang State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200032China

A new type of trisoxazoline and bisthiazoline based ligands have been developed,which are absent of chiral motif on the parent skeleton and containa chiral backbone on *** ligands promote the amine nucleophilic ring opening reaction of 1,1-cyclopropane diesters smoothly,furnishing the γ-amino acid derivatives in high yield with moderate to good enantioselectivity.

关键词： sidearm oxazoline asymmetric ring opening cyclopropane

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Chiral and Achiral Bis(2-oxazolinylphenolato)nickel(Ⅱ) Complexes—Synthesis, Crystal Structure, and Catalytic Properties

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Chinese Journal of Chemistry 2004年第7期22卷 732-737页

作者：赵蔚钱延龙黄吉玲 Laboratory of Organometallic Chemistry East China University of Science and Technology Shanghai 200237 China

A series of chiral and achiral bis(2-oxazolinylphenolato)nickel(II) complexes 2 were synthesized by reactions of various 2-(4,5-dihydro-2-oxazolyl)phenol derivatives with nickel chloride hexahydrate. The molecular structure of complex 2a was determined by X-ray single crystal diffraction. The crystal of complex 2a was monoclinic, space group P21 with cell dimension of a=1.1121(4) nm, b=0.9472(3) nm, c=1.4113(5) nm, ==90, =91.450(6), V=1.4861(8) nm3, Z=2, and =0.693 mm—1. In the solid state, the nickel(II) ion was in a square-planar coordination geometry. The catalytic activities of complexes 2 in Baeyer-Villiger reaction with molecular oxygen were investigated.

关键词： nickel complexes oxazoline crystal structure Baeyer-Villiger oxidation

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Pd（Ⅱ）-Catalyzed Enantioselective Wacker/Aza-Wacker Type Oxidative Cyclization and Tandem Cyclization

Pd（Ⅱ）-Catalyzed Enantioselective Wacker/Aza-Wacker Type O...

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中国化学会第十四届全国有机合成化学学术研讨会

作者： Qinqin Tian Yulong Liu Xie Wang Xiaoyun Wang Wei He School of Pharmacy the Fourth Military Medical University

Nitrogen or oxygen containing heterocyclic compounds are an important branch of heterocyclic compounds, which includes the chiral monomers, are widely used in pharmaceutical chemistry, agricultural chemistry and material science etc. Therefore, synthesis of valuable natural nitrogen or oxygen containing heterocyclic compounds or new heterocyclic compounds starting from simple chemicals has been caught sustained attention by chemists.[1] Pd（II）-Catalyzed Wacker/Aza-Wacker type oxidative cyclization that represents a new method for the functionalization of olefins has gradually become an important means to construct chiral heterocyclic compounds.[2] Previously, several chiral ligands and organocatalysts based on cinchona skeleton were developed by our group, which were successfully applied into asymmetric Michael addition, Henry reaction, Aza-Henry reaction, and epoxidation etc.[3] Herein, we develop a new series of chiral oxazoline ligands based on cinchona alkaloids and apply them in Pd（II） catalyzed Wacker/Aza-Wacker type oxidative cyclization and tandem reaction, in which high regioselectivity and excellent enatioselectivity are observed.

关键词： cinchona alkaloid oxazoline selectivity Wacker/Aza-Wacker type cyclization

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