1607820-08-5Relevant academic research and scientific papers
Design of bifunctional chiral phenanthroline ligand with Lewis basic site for palladium-catalyzed asymmetric allylic substitution
Naganawa, Yuki,Abe, Hiroki,Nishiyama, Hisao
, p. 2674 - 2677 (2018)
Conceptually new bifunctional chiral ligands were developed. The axially chiral N,N-bidentate phenanthroline ligand (S)-1 was found to be effective for Pd-catalyzed asymmetric allylic substitution of allyl acetate and dialkyl malonate. The intramolecular Lewis basic group from the hydroxybinaphthyl structure of (S)-1 played a pivotal role in the high reactivity and enantioselectivity.
Catalytic activity of chiral chelating N-heterocyclic carbene palladium complexes towards asymmetric allylic alkylation
Yang, Liangru,Li, Yunfei,Mao, Pu,Yuan, Jinwei,Xiao, Yongmei
, p. 780 - 788 (2019/01/04)
The catalytic activity of a series of chiral heteroaryl coordinated chelating N-heterocyclic carbene (NHC) palladium complexes towards asymmetric allylic alkylation (AAA) were presented here. The effects of different N-substituents, NHC backbones and chel
Synthesis of highly rigid phosphine-oxazoline ligands for palladium-catalyzed asymmetric allylic alkylation
Qiu, Zhongxuan,Sun, Rui,Teng, Dawei
, p. 7717 - 7724 (2018/11/02)
A highly rigid spiro phosphine-oxazoline ligand skeleton with a spirocarbon stereogenic center was developed from 7-bromo-1-indanone. The catalytic performance of the ligand was demonstrated in palladium-catalyzed asymmetric allylic alkylation. Under opti
Synthesis of chiral S,N-thioimidazoline ligands for palladium-catalyzed asymmetric allylic alkylations
Hao, Xin-Qi,Shen, Ming-Zhan,Jian, Ning-Ge,Pang, Wei,Shen, Xiao-Jing,Zhu, Xinju,Song, Mao-Ping
, p. 163 - 170 (2018/10/09)
A series of chiral S,N-thioimidazoline ligands have been synthesized using 2-bromobenzoic acid or 1-bromo-2-naphthoic acid as starting materials. The obtained ligands were evaluated in the Pd-catalyzed asymmetric allylic alkylations and exhibited high catalytic efficiency: yields of up to 94% and enantioselectivities of up to 86% were achieved under the optimized conditions.
Highly enantioselective alkylation of allyl acetates using tartrate-derived bioxazoline ligands
Jayakumar, Samydurai,Prakash, Muthuraj,Balaraman, Kaluvu,Kesavan, Venkitasamy
, p. 606 - 615 (2014/02/14)
Tartrate-derived bioxazoline ligands, which form a five-membered chelate ring with metals, were evaluated for use in the asymmetric allylic alkylation (AAA) reactions of various symmetrical and unsymmetrical allyl acetates. Excellent enantioselectivities
Highly Enantioselective Alkylation of Allyl Acetates Using Tartrate-Derived Bioxazoline Ligands
Jayakumar, Samydurai,Prakash, Muthuraj,Balaraman, Kaluvu,Kesavan, Venkitasamy
, p. 606 - 615 (2015/10/05)
Tartrate-derived bioxazoline ligands, which form a five-membered chelate ring with metals, were evaluated for use in the asymmetric allylic alkylation (AAA) reactions of various symmetrical and unsymmetrical allyl acetates. Excellent enantioselectivities were achieved by using both symmetrical and unsymmetrical allyl acetates. Palladium(II)-catalyzed asymmetric allylic alkylation reactions of various symmetrical and unsymmetrical allyl acetates were achieved by using bioxazoline ligands, which were derived from tartaric acid, to give products with excellent enantioselectivity.
