New Spiro phosphinooxazolines for palladium-catalyzed asymmetric allylic amination

被引：13
|
作者：
Gao, Yanfeng [1 ]
Qiu, Zhongxuan [1 ]
Sun, Rui [1 ]
Gao, Nanxing [1 ]
Cao, Guorui [1 ]
Teng, Dawei [1 ]
机构：
[1] Qingdao Univ Sci & Technol, Coll Chem Engn, Qingdao 266042, Peoples R China
来源：
TETRAHEDRON LETTERS | 2018年 / 59卷 / 44期
关键词：
Spiro-phosphine oxazoline; Asymmetric synthesis; Allyl amination; 1,3-Diphenylallyl acetate; ENANTIOSELECTIVE SYNTHESIS; CHIRAL 1,1-BIS(OXAZOLINYL)FERROCENES; LIGANDS; ALKYLATION; SUBSTITUTION; STEREOSELECTIVITY; ETHERIFICATION; P; N-LIGANDS; DERIVATIVES; LITHIATION;
D O I：
10.1016/j.tetlet.2018.09.044
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The new conformational rigid Spiro phosphinooxazolines 1 were synthesized from 7-bromo-1-indanone. The asymmetric catalytic potential of them was demonstrated in the asymmetric palladium catalyzed allylic amination. High yields and enantioselectivities were obtained with alkylamines. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3938 / 3941
页数：4
相关论文
共 50 条
  • [21] Chasing the proton culprit from palladium-catalyzed allylic amination
    Dubovyk, Igor
    Watson, Iain D. G.
    Yudin, Andrei K.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (46) : 14172 - +
  • [22] A DFT investigation into the origin of regioselectivity in palladium-catalyzed allylic amination
    De Iuliis, Marco Zimmer
    Watson, Iain D. G.
    Yudin, Andrei K.
    Morris, Robert H.
    CANADIAN JOURNAL OF CHEMISTRY, 2009, 87 (01) : 54 - 62
  • [23] Palladium-Catalyzed Direct Amination of Allylic Alcohols at Room Temperature
    Wang, Maorong
    Xie, Yinjun
    Li, Jiawen
    Huang, Hanmin
    SYNLETT, 2014, 25 (19) : 2781 - 2786
  • [24] Palladium-Catalyzed Direct Amination of Allylic Alcohols at Room Temperature
    Gao, Bao
    Li, Lixin
    Zhang, Guoying
    Huang, Hanmin
    ORGANIC SYNTHESES, 2016, 93 : 341 - +
  • [25] Palladium-Catalyzed Direct Amination of Allylic Alcohols in Aqueous Media
    Du, Zhengyin
    Yan, Yufei
    Fu, Ying
    Wang, Kehu
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (06) : 812 - 818
  • [26] New chiral phosphinoimidazolidine ligand in palladium-catalyzed asymmetric allylic substitution
    Jin, MJ
    Kim, SH
    Lee, SJ
    Kim, YM
    TETRAHEDRON LETTERS, 2002, 43 (41) : 7409 - 7411
  • [27] Preparation of a new FerroPHOS derivative for palladium-catalyzed asymmetric allylic alkylations
    Kang, J
    Lee, JH
    Choi, JS
    TETRAHEDRON-ASYMMETRY, 2001, 12 (01) : 33 - 35
  • [28] New aziridine sulfide ligands for palladium-catalyzed asymmetric allylic alkylation
    Braga, AL
    Paixao, MW
    Milani, P
    Silveira, CC
    Rodrigues, OED
    Alves, EF
    SYNLETT, 2004, (07) : 1297 - 1299
  • [29] New chiral phosphinooxazolidine ligands for palladium-catalyzed asymmetric allylic substitution
    Jin, MJ
    Jung, JA
    Kim, SH
    TETRAHEDRON LETTERS, 1999, 40 (28) : 5197 - 5198
  • [30] New chiral ligands, pyridinooxathianes, for palladium-catalyzed asymmetric allylic alkylation
    Okuyama, Y
    Nakano, H
    Kabuto, C
    Nozawa, R
    Takahashi, K
    Hongo, H
    HETEROCYCLES, 2002, 58 : 457 - 469
12345