New C2-symmetric six-membered carbene ligands for asymmetric diethylzinc addition of arylaldehydes

被引:8
|
作者
Zhou, Bihui [1 ,2 ]
Li, Zijing [1 ]
Yang, Chen [1 ]
Li, Linlin [1 ]
Fan, Limei [1 ]
Huang, Hongxia [1 ]
Li, Jie [1 ]
机构
[1] Zhejiang Univ City Coll, Sch Med, Dept Pharm, 48 Huzhou Rd, Hangzhou 310015, Zhejiang, Peoples R China
[2] Zhejiang Univ, Coll Pharmaceut Siences, Hangzhou 310058, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
N-Heterocyclic carbene; tetrahydropyrimidinium; amino alcohols; asymmetric diethylzinc addition; chiral secondary alcohols; STEREODIRECTING LIGANDS; HETEROCYCLIC CARBENES; METAL-COMPLEXES; NHC LIGANDS; SALTS; REAGENTS;
D O I
10.24820/ark.5550190.p010.410
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of new six-membered NHC precursors were prepared by simply esterification of their parent compounds. Their applicability in asymmetric diethylzinc addition of arylaldehydes has been demonstrated and the corresponding secondary alcohol was obtained with good yields and moderate enantioselectivities. [GRAPHICS] .
引用
收藏
页码:1 / 10
页数:10
相关论文
共 50 条
  • [1] Synthesis of New C2-Symmetric Six-Membered NHCs and Their Application for the Asymmetric Diethylzinc Addition of Arylaldehydes
    Li, Jie
    Zhou, Bihui
    Jiang, Yajie
    Liu, Xiaoming
    CATALYSTS, 2018, 8 (02)
  • [2] Novel C2-symmetric six-membered NHCs for asymmetric copper-catalysed conjugate addition of Grignard reagents to 3-methylhexenone
    Li, Jie
    Xu, Liang
    TETRAHEDRON, 2015, 71 (19) : 2858 - 2862
  • [3] Enantioselective addition of diethylzinc to aldehydes with novel chiral C2-symmetric dimeric ligands
    Okaniwa, M
    Yanada, R
    Ibuka, T
    TETRAHEDRON LETTERS, 2000, 41 (07) : 1047 - 1050
  • [4] A C2-Symmetric Amino Alcohol Catalysts Asymmetric Addition of Diethylzinc to Aromatic Aldehydes
    冯焱
    姜标
    厦门大学学报(自然科学版), 1999, (S1) : 169 - 169
  • [5] A new class of C2 chiral photodimer ligands for catalytic enantioselective diethylzinc addition to arylaldehydes
    Ueda, Yuki
    Yagishita, Fumitoshi
    Ishikawa, Hiroki
    Kaji, Yuki
    Baba, Nozomi
    Kasashima, Yoshio
    Mino, Takashi
    Sakamoto, Masami
    TETRAHEDRON, 2015, 71 (36) : 6254 - 6258
  • [6] Chiral C2-symmetric 2,4-disubstituted azetidines as chiral ligands in the addition of diethylzinc to aldehydes
    Shi, M
    Jiang, JK
    TETRAHEDRON-ASYMMETRY, 1999, 10 (09) : 1673 - 1679
  • [7] Synthesis of novel C2-symmetric chiral bis(oxazoline) ligands and their application in the enantioselective addition of diethylzinc to aldehydes
    Fu, B
    Du, DM
    Wang, JB
    TETRAHEDRON-ASYMMETRY, 2004, 15 (01) : 119 - 126
  • [8] C2-symmetric dialkoxyphosphoramide and dialkoxythiophosphoramide derivatives of (1R, 2R)1,2-diaminocyclohexane as chiral ligands for the titanium(IV) alkoxide-promoted asymmetric addition reactions of diethylzinc to arylaldehydes
    Shi, M
    Wu, XF
    Rong, GB
    CHIRALITY, 2002, 14 (01) : 90 - 95
  • [9] New C2-symmetric six-membered carbene ligands incorporating two hydroxyl groups for palladium-catalyzed deprotonative-cross-coupling processes (DCCP) of sp3 C-H bonds in diarylmethanes
    Zhou, Bi-Hui
    Wu, Chen
    Chen, Xing-Xiu
    Huang, Hong-Xia
    Li, Lin-Lin
    Fan, Li-Mei
    Li, Jie
    TETRAHEDRON LETTERS, 2017, 58 (44) : 4157 - 4161
  • [10] Non C2-symmetric ligands for asymmetric catalysis.
    Zhang, RZ
    Sibi, MP
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U358 - U358