Direct organocatalytic regioselective α-hydroxyamination of α-branched aldehydes

被引：0
|
作者：
Kim, Sung-Gon [1 ]
Ahm, Eun Ju [1 ]
Park, Tae-Ho [1 ]
机构：
[1] Korea Res Inst Chem Technol, Div Med Sci, Taejon 305600, South Korea
来源：
BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2007年 / 28卷 / 10期
关键词：
hydroxyamination; amino acid; amino alcohol; organocatalysis;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A direct regioselective alpha-hydroxyamination of alpha-branched aldehydes with nitrosobenzene using cis-5-benzylproline as catalyst has been developed for the preparation of alpha-hydroxyamino aldehydes possessing a quaternary carbon center. Such compounds are versatile building blocks for the synthesis of quaternary alpha-amino acids, 6-amino alcohols, and 1,2-diamines.
引用
收藏
页码：1665 / 1669
页数：5
相关论文
共 50 条
  • [31] Organocatalytic asymmetric direct vinylogous aldol reactions of γ-crotonolactone with aromatic aldehydes
    Pansare, Sunil V.
    Paul, Eldho K.
    CHEMICAL COMMUNICATIONS, 2011, 47 (03) : 1027 - 1029
  • [32] An organocatalytic enantioselective direct α-heteroarylation of aldehydes with isoquinoline N-oxides
    Bertuzzi, Giulio
    Pecorari, Daniel
    Bernardi, Luca
    Fochi, Mariafrancesca
    CHEMICAL COMMUNICATIONS, 2018, 54 (32) : 3977 - 3980
  • [33] Enantioselective synthesis of gabapentin analogues via organocatalytic asymmetric Michael addition of α-branched aldehydes to β-nitroacrylates
    Yoshida, Masanori
    Masaki, Erika
    Ikehara, Hiroto
    Hara, Shoji
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (27) : 5289 - 5297
  • [34] Organocatalytic Direct N-Acylation of Amides with Aldehydes under Oxidative Conditions
    Zheng, Chenguang
    Liu, Xiang
    Ma, Cheng
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (13): : 6940 - 6945
  • [35] Intriguing behavior of cinchona alkaloids in the enantioselective organocatalytic hydroxyamination of α-substituted-α-cyanoacetates
    Lopez-Cantarero, JesuS
    Belen Cid, M.
    Poulsen, Thomas B.
    Bella, Marco
    Garcia Ruano, Jose Luis
    Jorgensen, Karl Anker
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (18): : 7062 - 7065
  • [36] ORGN 25-Direct organocatalytic asymmetric addition of enones and ynones to aldehydes
    Silva, Franck A.
    Sawicki, Marcin
    Gouverneur, Veronique
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 232
  • [37] Organocatalytic asymmetric direct phosphonylation of α,β-Unsaturated aldehydes:: Mechanism, scope, and application in synthesis
    Maerten, Eddy
    Cabrera, Silvia
    Kjaersgaard, Anne
    Jorgensen, Karl Anker
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (23): : 8893 - 8903
  • [38] Direct Preparation of Indole Hemiaminals through Organocatalytic Nucleophilic Addition of Indole to Aldehydes
    Zhang, Nan
    Li, Yige
    Chen, Zhili
    Qin, Wenling
    SYNTHESIS-STUTTGART, 2018, 50 (20): : 4063 - 4070
  • [39] Enantioselective organocatalytic α-fluorination of aldehydes
    Beeson, TD
    MacMillan, DWC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (24) : 8826 - 8828
  • [40] Organocatalytic enantioselective hydrophosphonylation of aldehydes
    Alegre-Requena, Juan V.
    Marques-Lopez, Eugenia
    Sanz Miguel, Pablo J.
    Herrera, Raquel P.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (08) : 1258 - 1264
12345